US2012142709A1PendingUtilityA1
Substituted pyridinone-pyridinyl compounds
Est. expiryDec 6, 2030(~4.4 yrs left)· nominal 20-yr term from priority
A61P 35/02A61P 35/00A61P 37/02A61P 9/10A61P 3/10A61P 37/00A61P 29/00A61P 3/00A61P 17/00C07D 413/14A61K 31/506C07D 401/04C07D 409/14C07D 401/14A61K 45/06C07D 417/14A61K 31/444
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Claims
Abstract
The present disclosure provides pyridinone-pyridinyl compounds useful in the treatment of p38 kinase mediated diseases, such as lymphoma and auto-inflammatory disease, having the structure of Formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , X and Y are as defined in the detailed description; pharmaceutical compositions comprising at least one of the compounds; and methods for treating p38 kinase mediated diseases using the compound.
Claims
exact text as granted — not AI-modified1 . A compound having the structure of Formula (I):
or a pharmaceutically acceptable salt thereof, wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is selected from the group consisting of C 1 -C 6 -alkyl, halo and —H;
R 2 is selected from the group consisting of alkyl and alkoxy; wherein the alkyl or alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of cycloalkyl, aryl, and heterocyclyl; and wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl, alkoxy and halo; and wherein the heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of alkyl, alkoxy and cyano;
R 3 and R 4 are independently selected from the group consisting of alkyl, halo and —H; and
R 5 is selected from the group consisting of cycloalkyl, aryl, and heterocyclyl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of halo, cyano, alkyl, hydroxyalkyl, alkoxyalkyl and aminoalkyl; and wherein the heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of cyano, alkyl, hydroxyalkyl, alkoxyalkyl and aminoalkyl.
2 . The compound according to claim 1 , wherein X is CH and Y is N.
3 . The compound according to claim 2 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more heterocyclyl substituents optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and cyano; R 3 is C 1 -C 3 -alkyl; R 4 is selected from the group consisting of —H, C 1 -C 3 -alkyl, bromo, chloro and fluoro; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
4 . The compound according to claim 3 , wherein:
R 1 is methyl, bromo or chloro; R 2 is alkoxy optionally substituted with five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from C 1 -C 3 -alkyl; R 3 is methyl; R 4 is —H, methyl or chloro; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
5 . The compound according to claim 4 , wherein:
R 2 is alkoxy substituted with five-membered heteroaryl optionally substituted with one or more methyl substituents; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
6 . The compound according to claim 5 , wherein the compound has the structure of Formula (II):
wherein:
R 1 is methyl, bromo or chloro;
R 4 is —H, methyl or chloro;
R 20 is five-membered heteroaryl optionally substituted with one or more methyl substituents;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
7 . The compound according to claim 6 , selected from the group consisting of:
2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
8 . The compound according to claim 6 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
9 . The compound according to claim 6 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
10 . A compound according to claim 6 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
11 . The compound according to claim 6 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((5-methylthiophen-3-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
12 . The compound according to claim 1 , wherein X is N and Y is CH.
13 . The compound according to claim 12 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and cyano; R 3 and R 4 are independently selected from the group consisting of —H and C 1 -C 3 -alkyl; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
14 . The compound according to claim 13 , wherein:
R 1 is methyl or chloro; R 2 is alkoxy optionally substituted with five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from C 1 -C 3 -alkyl; R 3 is methyl; R 4 is —H or methyl; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
15 . The compound according to claim 14 , wherein:
R 2 is alkoxy substituted with five-membered heteroaryl optionally substituted with one or more methyl substituents; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
16 . The compound according to claim 15 , wherein the compound has the structure of Formula (III):
wherein:
R 1 is methyl or chloro;
R 4 is —H or methyl;
R 20 is five-membered heteroaryl optionally substituted with one or more methyl substituents;
and
R 51 is methyl or hydroxy.
17 . The compound according to claim 16 , selected from the group consisting of:
5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,3,6-trimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,3,6-trimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,3,6-trimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 3-chloro-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-2′,6-dimethyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-2′,6-dimethyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-2′,6-dimethyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methyloxazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((2-methylthiazol-4-yl)methoxy)-2H-[1,3′-bipyridin]-2-one; and 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((1-methyl-1H-pyrazol-3-yl)methoxy)-2H-[1,3′-bipyridin]-2-one.
18 . The compound according to claim 2 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo; R 3 and R 4 are independently C 1 -C 3 -alkyl, halo and —H; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
19 . The compound according to claim 18 , wherein:
R 1 is methyl, bromo or chloro; R 2 is alkoxy optionally substituted with five- or six-membered aryl optionally substituted with one or more halo substituents; R 3 is methyl; R 4 is —H, chloro or methyl; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
20 . The compound according to claim 19 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
21 . The compound according to claim 20 , wherein the compound has the structure of Formula
(IV):
wherein:
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
22 . The compound according to claim 21 , selected from the group consisting of:
4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-5′,6-dimethyl-2H-[1,4′:2′,4″-terpyridin]-2-one; and 2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′:2′,4″-terpyridin]-2-one.
23 . The compound according to claim 21 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((2,4-difluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; and 4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
24 . The compound according to claim 1 , wherein X is N and Y is CH.
25 . The compound according to claim 24 , wherein:
R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo; R 3 and R 4 are independently C 1 -C 3 -alkyl and —H; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
26 . The compound according to claim 25 , wherein:
R 1 is methyl or chloro; R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more halo substituents; R 3 is methyl; R 4 is —H or methyl; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
27 . The compound according to claim 26 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
28 . The compound according to claim 27 , wherein the compound has the structure of Formula (V):
wherein:
Z is selected from the group consisting of CH and N;
R 1 is methyl or chloro;
R 4 is —H or methyl; and
R 51 is methyl or hydroxy.
29 . The compound according to claim 28 , selected from the group consisting of:
4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,3′-bipyridin]-2-one; 4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,3,6-trimethyl-2H-[1,3′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,3′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-5′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2′,6-dimethyl-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,3′-bipyridin]-2-one; 5′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-2′,6-dimethyl-2H-[1,3′-bipyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-6-methyl-2H-[1,3′:5′,4″-terpyridin]-2-one; 3-chloro-4-((2,4-difluorobenzyl)oxy)-2″-(2-hydroxypropan-2-yl)-2′,6-dimethyl-2H-[1,3′:5′,4″-terpyridin]-2-one; 2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-6-methyl-2H-[1,3′:5′,4″-terpyridin]-2-one; and 2″-(tert-butyl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-2′,6-dimethyl-2H-[1,3′:5′,4″-terpyridin]-2-one.
30 . The compound according to claim 1 , wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH; R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and halo; R 3 and R 4 are independently C 1 -C 3 -alkyl, halo and —H; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
31 . The compound according to claim 30 , wherein:
R 1 is methyl, bromo or chloro; R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more halo substituents; R 3 is methyl; R 4 is —H, chloro or methyl; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
32 . The compound according to claim 31 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of chloro and fluoro; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
33 . The compound according to claim 32 , wherein the compound has the structure of Formula (VI):
wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
34 . The compound according to claim 33 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((4-fluorobenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((4-fluorobenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-2H-[1,4′-bipyridin]-2-one; and 4-((4-fluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
35 . A compound according to claim 1 , wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH; R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more substituents selected from the group consisting of cycloalkyl and aryl; wherein the cycloalkyl or aryl is optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; R 3 and R 4 are independently C 1 -C 3 -alkyl, halo and —H; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
36 . The compound according to claim 35 , wherein:
R 1 is methyl, bromo or chloro; R 2 is alkoxy optionally substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; R 3 is methyl; R 4 is —H, chloro or methyl; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
37 . A compound according to claim 36 , wherein:
R 2 is alkoxy substituted with phenyl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
38 . The compound according to claim 37 , wherein the compound has the structure of Formula (VII):
wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is methyl, bromo or chloro;
R 4 is —H, chloro or methyl;
R 21 is methyl or methoxy;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
39 . The compound according to claim 38 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((3-methylbenzyl)oxy)-2H-[1,4′-bipyridin]-2-one.
40 . The compound according to claim 38 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((3-methoxybenzyl)oxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
41 . The compound according to claim 1 , wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH; R 1 is selected from the group consisting of C 1 -C 3 -alkyl, bromo, chloro and fluoro; R 2 is alkoxy, optionally substituted with one or more heterocyclyl substituents optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl, C 1 -C 3 -alkoxy and cyano; R 3 is C 1 -C 3 -alkyl; R 4 is selected from the group consisting of —H, C 1 -C 3 -alkyl, bromo, chloro and fluoro; and R 5 is heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of alkyl, hydroxyalkyl and aminoalkyl.
42 . The compound according to claim 41 , wherein:
R 1 is methyl, bromo or chloro; R 2 is alkoxy optionally substituted with five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; R 3 is methyl; R 4 is —H, methyl or chloro; and R 5 is five- or six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
43 . The compound according to claim 42 , wherein:
R 2 is alkoxy substituted with six-membered heteroaryl optionally substituted with one or more substituents independently selected from the group consisting of C 1 -C 3 -alkyl and C 1 -C 3 -alkoxy; and R 5 is pyridine or pyrimidine, wherein the pyridine or pyrimidine is optionally substituted with one or more substituents independently selected from the group consisting of alkyl and hydroxyalkyl.
44 . The compound according to claim 43 , wherein the compound has the structure of Formula
(VIII):
wherein:
X and Y are independently selected from the group consisting of CH and N, with the proviso that when X is CH, Y is N, and when X is N, Y is CH;
R 1 is methyl, bromo or chloro;
R 4 is —H, methyl or chloro;
R 21 is methyl or methoxy;
R 50 is —H or methyl; and
R 51 is —H, methyl or hydroxy.
45 . The compound according to claim 44 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-5′,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,5′,6-trimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-6-methyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-3,6-dimethyl-4-((6-methylpyridin-2-yl)methoxy)-2H-[1,4′-bipyridin]-2-one.
46 . The compound according to claim 44 , selected from the group consisting of:
3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3,5′-dichloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-5′-chloro-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3,5′-dichloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-5′-chloro-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-3-chloro-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(tert-butyl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-isopropyl-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,5′,6-trimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3,5′-dichloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 5′-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one; 3-bromo-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; 3-chloro-2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-6-methyl-2H-[1,4′-bipyridin]-2-one; and 2′-(2-(2-hydroxypropan-2-yl)-5-methylpyrimidin-4-yl)-4-((6-methoxypyridin-2-yl)methoxy)-3,6-dimethyl-2H-[1,4′-bipyridin]-2-one.
47 . A compound of 3-chloro-4-((2,4-difluorobenzyl)oxy)-2′-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one, or a pharmaceutically acceptable salt thereof.
48 . A compound of 2′-(2-(tert-butyl)pyrimidin-4-yl)-3-chloro-4-((2,4-difluorobenzyl)oxy)-5′,6-dimethyl-2H-[1,4′-bipyridin]-2-one, or a pharmaceutically acceptable salt thereof.
49 . A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.
50 . The pharmaceutical composition of claim 49 , further comprising a therapeutically effective amount of an active pharmaceutical ingredient selected from the group consisting of anti-inflammatory drugs, anti-atherosclerotic drugs, immunosuppressive drugs, immunomodulatory drugs, cytostatic drugs, angiogenesis inhibitors, kinase inhibitors, cytokine blockers and inhibitors of cell adhesion molecules.
51 . A method for treating a condition comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 1 or pharmaceutically acceptable salt thereof, wherein the condition is selected from the group consisting of autoimmune disorders, chronic inflammatory disorders, acute inflammatory disorders, auto-inflammatory disorders, atherosclerosis, diabetes, fibrotic diseases, metabolic disorders, cancer, neoplasia, leukemia and lymphoma.
52 . The method of claim 51 , wherein the subject is a mammal selected from a canine and a humane.
53 . The method of claim 52 , wherein the condition is lymphoma.Join the waitlist — get patent alerts
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