US2019284135A1PendingUtilityA1
Primary carboxamides as btk inhibitors
Est. expiryJun 26, 2033(~6.9 yrs left)· nominal 20-yr term from priority
Inventors:Dominique BonafouxHeather DavisKristine E. FrankMichael FriedmanJ. Martin HeroldMichael Z. HoemannRaymond HuntleyAugustine OsumaGeorge S. SheppardGagandeep SomalJennifer Van CampStacy A. Van EppsAnil VasudevanGrier A. WallaceLu WangZhi WangNoel S. WilsonXiangdong Xu
C07D 417/14C07D 401/12A61K 31/405C07D 471/04C07D 217/22C07D 487/04C07D 403/14C07D 209/08C07D 401/14C07D 417/12C07D 231/56A61P 35/00C07D 513/04C07D 409/04C07D 209/12C07D 405/04C07D 409/12C07D 409/14C07D 405/14C07D 209/10C07D 401/04C07D 413/04C07D 403/04C07D 209/14C07D 403/10C07D 209/18
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Claims
Abstract
The invention provides compounds of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.
Claims
exact text as granted — not AI-modifiedWhat is claimed:
1 . A compound of Formula (I):
or a pharmaceutically acceptable salt, pro-drug, biologically active metabolite, isomer, or stereoisomer thereof, wherein:
X is NR 2 or S;
Y is N or CR 1 , and Z is N or CR 1 ; or, Y is CR 1 R 2 and Z is CR 1 R 2 ;
A is N or CR 4 ;
E is N or CR 5 ;
R 1 is independently H, deuterium, CN, halogen, CF 3 , —NR c R c , —N(R a )C(O)R b , optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted aryl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted (C 3 -C 6 )cycloalkenyl, optionally substituted heteroaryl, or optionally substituted saturated or partially saturated heterocyclyl;
R 2 is independently H, deuterium, or optionally substituted (C 1 -C 3 )alkyl;
R 3 is halogen, —N(R a ) 2 , optionally substituted aryl, optionally substituted (C 3 -C 7 )cycloalkyl, optionally substituted saturated or partially saturated heterocyclyl, or optionally substituted heteroaryl; or
R 3 is —R 301 -L-R 302 wherein
R 301 is a bond, —O—, —OCH 2 —, —NR d —, or optionally substituted (C 1 -C 3 )alkylene, and
L is optionally substituted phenyl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted heteroaryl or a saturated or partially saturated heterocyclyl containing one or more heteroatoms, at least one of which is nitrogen; or
L is -L 1 -L 2 wherein L 1 is attached to R 301 and
L 1 is optionally substituted phenyl, optionally substituted heteroaryl or optionally substituted saturated or partially saturated carbocycle or a saturated or partially saturated heterocyclyl; and
L 2 is a bond, CH 2 , NR d , CH 2 N(H), S(O) 2 N(H), or —O—;
R 302 is CN, —CH 2 CN, optionally substituted —C(═O)R 302a , —(CH 2 ) n -optionally substituted saturated or partly saturated heterocyclyl or optionally substituted —S(O) 2 (C 2 )alkenyl;
wherein R 302a is optionally substituted (C 1 -C 4 )alkyl, optionally substituted (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, —C(O)—(C 1 -C 4 )alkyl, optionally substituted saturated or partially unsaturated (C 3 -C 6 )cycloalkyl, optionally substituted aryl, optionally substituted heteroaryl, —N(H)— optionally substituted heteroaryl or —(CH 2 ) n -optionally substituted unsaturated or partly saturated heterocyclyl;
R 4 is H, deuterium, CN, optionally substituted (C 1 -C 3 )alkyl, optionally substituted (C 3 -C 6 ) cycloalkyl or optionally substituted saturated or partially saturated heterocyclyl, or optionally substituted heteroaryl;
wherein the optionally substituted saturated or partially saturated heterocyclyl; and optionally substituted heteroaryl contain at least one nitrogen atom; or
R 3 and R 4 , together with the carbon atoms to which they are attached, form an optionally substituted, saturated, unsaturated or partially unsaturated 5 or 6 membered carbocyclic ring or an optionally substituted, saturated, or partially unsaturated 5 or 6 membered heterocyclic ring containing one or more heteroatoms selected from N, S and O;
R 5 is H, deuterium, halogen, or optionally substituted (C 1 -C 3 )alkyl;
R a is independently selected from H, —C(O)-optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 1 -C 6 )alkyl, —(CH 2 ) n -optionally substituted (C 3 -C 6 )cycloalkyl, —(CH 2 ) n -optionally substituted heterocyclyl, or —(CH 2 ) n -optionally substituted heteroaryl;
R b is H, optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 2 -C 6 )alkynyl, —CH 2 —O-optionally substituted aryl, or —CH 2 —O-optionally substituted heteroaryl;
R c is independently H, optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted saturated or partially saturated heterocyclyl, optionally substituted aryl or optionally substituted heteroaryl;
R d is H, optionally substituted heterocyclyl, —(CH 2 )-optionally substituted (C 3 -C 6 )cycloalkyl, —(CH 2 )-optionally substituted heteroaryl or optionally substituted (C 1 -C 3 )alkyl;
R f is optionally substituted (C 1 -C 3 )alkyl, optionally substituted (C 2 -C 4 )alkenyl or optionally substituted (C 2 -C 4 )alkynyl; and
n is independently 0 or 1.
2 . The compound according to claim 1 , wherein Y is CR 1 and R 1 of Y is H, optionally substituted ethenyl, optionally substituted ethyl, optionally substituted methyl, optionally substituted 2,3-dihydrobenzofuranyl, optionally substituted 1,4-dioxanyl, optionally substituted 3,4-dihydro-2H-benzo[b][1,4]oxazinyl, optionally substituted 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazinyl, optionally substituted chromanyl, optionally substituted cyclohexenyl, optionally substituted cyclopropyl, optionally substituted tetrahydrofuranyl, optionally substituted isochromanyl, optionally substituted 1,2,3,4-tetrahydro-isoquinolinyl, optionally substituted isoxazolyl, optionally substituted morpholinyl, optionally substituted oxetanyl, optionally substituted phenyl, optionally substituted piperidinyl, optionally substituted piperazinyl, optionally substituted 3,6-dihydro-2H-pyranyl, optionally substituted pyrano[4,3-b]pyridinyl, optionally substituted pyrazolyl, optionally substituted pyridinyl, optionally substituted 3H-pyridin-1-one, optionally substituted 1,2,3,6-tetrahydropyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolidinyl, optionally substituted 2,5-dihydropyrrolyl, optionally substituted tetrahydropyranyl or optionally substituted tetrahydro-2H-thiopyranyl.
3 . The compound according to claim 2 wherein R 1 is H or R 1 is optionally substituted by one or more substituents independently selected from the group consisting of CN, OH, ═O, halogen, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, —CH 2 CH 2 OH, —CH 2 C(CH 3 ) 2 OH, —CH 2 CH(OH)CH 2 OH, —CH═CH 2 , —CH 2 NH 2 , —CH 2 N(H)C(O)R e , —C(O)(C 1 -C 4 )alkyl, —C(O)(C 1 -C 4 )alkoxy, —C(O)NH 2 , —C(O)N(CH 3 ) 2 , —C(O)-optionally substituted heterocyclyl, —N(H)C(O)CH 3 , N(CH 3 ) 2 , —S(O) 2 (C 1 -C 4 )alkyl, —S(O) 2 -pyrrolidinyl, (C 1 -C 4 )alkoxy, —CH 2 -morpholinyl, —CH 2 CH 2 -morpholinyl, morpholinyl, tetrahydropyranyl;
wherein R e is (C 1 -C 3 )alkyl, —CH 2 Cl, —C≡CH, —C≡CCH 3 , —CH═CH 2 , —CH═CHCH 3 , —C(═CH 2 )CH 3 , —CH 2 CN, —CH 2 CH 2 N(CH 3 ) 2 , —CH 2 CH 2 -piperidinyl, —CH 2 O-optionally substituted phenyl.
4 . The compound according to claim 3 , wherein R 3 is —N(H)C(O)CH═CH 2 , optionally substituted isoxazolyl, optionally substituted phenyl, optionally substituted pyrazolyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted thiazolyl, or optionally substituted thienyl.
5 . The compound according to claim 4 , wherein R 3 is optionally substituted by one or more substituents independently selected from —NH 2 , —NHCH 3 , (C 1 -C 4 )alkyl and —C(O)(C 2 -C 4 )alkenyl.
6 . The compound according to claim 5 , wherein X is NR 2 and R 2 is H.
7 . The compound according to claim 6 , wherein Y is CR 1 and R 1 of Y is H, optionally substituted phenyl, optionally substituted piperazinyl, optionally substituted pyrazolyl, or optionally substituted 1,2,3,6-tetrahydropyridinyl.
8 . The compound according to claim 7 , wherein Y is CR 1 and R 1 of Y is optionally substituted by one or more substituents independently selected from halogen, (C 1 -C 4 )alkyl, —C(O)(C 1 -C 4 )alkyl, and —S(O) 2 (C 1 -C 4 )alkyl.
9 . The compound according to claim 8 , wherein
Z is N or Z is CR 1 and R 1 of Z is H; and A is CR 4 and R 4 is H or azetidinyl substituted with —C(O)CH═CH 2 .
10 . The compound according to claim 9 , wherein the compound is
4-(3-amino-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(pyridin-3-yl)-2-p-tolyl-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(pyridin-4-yl)-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(1H-pyrazol-5-yl)-1H-indole-7-carboxamide; 4-(3,5-dimethylisoxazol-4-yl)-2-p-tolyl-1H-indole-7-carboxamide; 2-(1-acetylpiperidin-4-yl)-4-(3-amino-2-methylphenyl)-1H-indole-7-carboxamide; 4-(pyridin-4-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(thiophen-2-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(2-aminophenyl)-1H-indole-7-carboxamide; 4-(3-amino-2-methylphenyl)-1H-indole-7-carboxamide; 4-(5-aminopyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-aminopyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-aminoethylamino)-2-(4-fluorophenyl)-1H-indole-7-carboxamide; 4-(2-aminoethylamino)-2-p-tolyl-1H-indole-7-carboxamide; 4-(pyrimidin-5-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(1H-pyrazol-4-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(1H-pyrazol-5-yl)-2-p-tolyl-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(thiazol-2-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(pyridin-2-yl)-2-p-tolyl-1H-indole-7-carboxamid; 4-(thiophen-3-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(1-methyl-1H-pyrazol-4-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(1H-pyrazol-3-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(2-aminophenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-phenyl-1H-indole-7-carboxamide; 4-(3-amino-2-methylphenyl)-2-(4,4-difluorocyclohex-1-enyl) 1 H-indole-7-carboxamide; 4-(3-amino-2-methylphenyl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; 4-(1-acryloylpiperidin-3-yl)-1H-indole-7-carboxamide; 4-(1-acryloylpiperidin 3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(2-aminoethylamino)-2-p-tolyl-1H-indole-7-carboxamide; 4-((1R,2R)-2-aminocyclohexylamino)-2-(4-fluorophenyl)-1H-indole-7-carboxamide*; 4-(1-methyl-1H-pyrazol-5-ylamino)-2-p-tolyl-1H-indole-7-carboxamide; 4-iodo-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-amino-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3,5-dimethylisoxazol-4-yl)-2-(4-fluorophenyl)-1H-indole-7-carboxamide; 4-(2-aminophenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; or 2-(1-Acetylpiperidin-4-yl)-4-(3-amino-2-methylphenyl)-1H-indole-7-carboxamide.
11 . The compound according to claim 3 , wherein R 3 is —R 301 -L-R 302 , and R 301 is a bond, N(H), N(CH 3 ), CH 2 , C(H)(optionally substituted (C 1 -C 3 )alkyl), O, or OCH 2 .
12 . The compound according to claim 11 wherein
L is optionally substituted azetidinyl, optionally substituted cyclopentyl, optionally substituted 3,6-diazabicyclo[3.2.0]heptanyl, optionally substituted 1,4-dioxanyl, optionally substituted morpholinyl, optionally substituted [1,4]oxepanyl, optionally substituted phenyl, optionally substituted piperidinyl, or optionally substituted pyrrolidinyl; or
L is L 1 -L 2 wherein
L 1 is optionally substituted cyclohexyl, optionally substituted cyclopentyl optionally substituted phenyl, optionally substituted piperidinyl, optionally substituted pyridinyl;
L 2 is N(H), N(CH 3 ), N(CH 2 CH 2 OH), N(CH 2 CH(CH 3 ) 2 ), N(oxetanyl), N(CH 2 -cyclopentyl), N(CH 2 -thiazolyl), O, S(O) 2 N(H), or CH 2 N(H).
13 . The compound according to claim 12 , wherein L or L 1 is optionally substituted with one or more substituents independently selected from halogen, CN, OH, (C 1 -C 4 )alkoxy, (C 1 -C 4 )alkyl, —CH 2 OH, —N(H)CH 2 -heteroaryl, benzyloxy, and —OCH 2 -heteroaryl.
14 . The compound according to claim 13 , wherein R 302 is —C(O)CH 3 , —C(O)C(O)CH 3 , —C(O)CF 2 (Cl), —CH(CH 3 ) 2 , —CH 2 Cl, —CH 2 CN, —C(O)CH 2 CN, —C(O)CH 2 CH 3 , —C(O)CH 2 F, —C(O)CH(CH 3 ) 2 , —C(O)—CH 2 CH(CH 3 ) 2 , —C(O)CH(CH 3 )(Cl), —C(O)CH 2 CH(CH 3 )CH 3 , —C(O)CH(Cl)CH 2 CH 3 , —CH 2 CH 2 OH, —C(O)CH 2 CH 2 N(CH 3 ) 2 , —C(O)CH═CH 2 , —C(O)CCH, —C(O)CH═CHCl, —C(O)CH═CHCH 3 , —C(O)C(═CH 2 )CH 3 , —C(O)C(CH 2 CH 3 )═CH 2 , —C(O)CH═CHCH(CH 3 ) 2 , —C(O)CH═CHC(O)OH, —C(O)CH═CHC(O)N(H)CH 2 CH 3 , —C(O)CH═CHCH 2 N(CH 3 ) 2 , —C(O)CH═CHC(O)OCH 3 , —C(O)CH═CHC(O)OCH 2 CH 3 , —C(O)CH═CHC(O)N(H)CH 3 , —C(O)CH═CHC(O)CH 2 CH 2 OCH 3 , —C(O)CH═CHC(O)N(CH 3 ) 2 , —C(O)CH═CHC(O)N(H)CH 2 CH 3 , —C(O)CH═CHC(O)N(H)CH 2 CH 2 OCH 3 , —C(O)CH═CHCH 2 N(H)CH 2 CH 2 OCH 3 , —C(O)C(CN)═C(OH)(CH 3 ), —C(O)CH═CH-optionally substituted pyrazolyl-C(O)CH═CHCH 2 N(H)-optionally substituted cyclopropyl, —C(O)CH═CHCH 2 N(H)CH 2 -optionally substituted tetrahydrofuranyl, —C(O)CH═CHC(O)NH 2 , —C(O)CH═CHC(O)N(H)— optionally substituted cyclopropyl, —C(O)C(CH 3 )═CHCH 3 , —C(O)C(CH 3 )═CHCH 2 CH 3 , —C(O)C(═CH 2 )CH 2 N(CH 3 ) 2 , —C(O)C(═CH 2 )CH 2 NH 2 , —C(O)C(═CH 2 )CH 2 N(H)(CH 3 ), —C(O)C(═CH 2 )CH 3 , —C(O)C(═CH 2 )CH 2 — optionally substituted morpholinyl, —C(O)C(═CH 2 )-optionally substituted phenyl, —CH 2 — optionally substituted benzo[d]isothiazolyl, —C(O)—CH 2 —O-optionally substituted phenyl, —CH 2 -optionally substituted thiazolyl, —CH 2 CH 2 -optionally substituted morpholinyl, —C(O)CH 2 O-optionally substituted phenyl, —C(O)CH 2 CH 2 -optionally substituted piperazinyl, —C(O)CH 2 CH 2 — optionally substituted piperidinyl, —C(O)CH 2 O-optionally substituted pyridinyl, —C(O)CH 2 CH 2 optionally substituted pyrrolidinyl, —C(O)CH═CH optionally substituted cyclopropyl, —C(O)CH═CHCH 2 — optionally substituted morpholinyl, —C(O)CH═CHCH 2 — optionally substituted piperidinyl, —C(O)CH═CH— optionally substituted pyrazolyl, —C(O)CH═CH-optionally substituted pyridinyl, —C(O)CH═CH-optionally substituted thiazolyl, —C(O)-optionally substituted cyclohexenyl, —C(═O)-optionally substituted cyclohexyl, —C(O)-optionally substituted cyclopentenyl, —C(O)-cyclopentyl, optionally substituted imidazo[1,2-a]pyrazinyl, optionally substituted tetrahydroimidazo[1,2-a]pyrazinyl, optionally substituted dihydr-isoindolyl, optionally substituted 1,2,3,4-tetrahydro-isoquinolinyl, optionally substituted isoquinolinyl, —C(O)-optionally substituted isoxazolyl, —C(O)-optionally substituted oxazolyl, optionally substituted oxetanyl, —C(═O)— optionally substituted phenyl, optionally substituted piperidinyl, —C(O)-optionally substituted piperidinyl, optionally substituted pyrazolyl, —C(O)CH 2 O-optionally substituted pyridazinyl, —C(O)-optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted quinazolinyl, optionally substituted dihydroquinolinyl, optionally substituted —C(O)-tetrahydrobenzo[b]thiophenyl, —C(O)-optionally substituted tetrahydropyranyl, —C(O)-optionally substituted tetrahydropyridinyl, —C(O)-thiazolyl, —C(O)N(H)-thiazolyl, —C(O)NHCH 2 CN, or —S(O) 2 CH═CH 2 .
15 . The compound according to claim 14 , wherein X is NR 2 and R 2 is H.
16 . The compound according to claim 15 , wherein Y is CR 1 and R 1 of Y is optionally substituted with one or more substituents independently selected from halogen, CN, ═O, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, —CH 2 NH 2 , —CH 2 CH 2 OH, —CH 2 CH(OH)CH 2 CH 3 , —CH 2 CH(OH)CH 2 OH, —CH 2 CH 2 OCH 2 CH 3 , —CH 2 C(OH)(CH 3 ) 2 , —CH 2 NHC(O)(C 1 -C 4 )alkyl, —CH 2 NHC(O)CH 2 Cl, —CH 2 NHC(O)CH 2 CN, —CH 2 NHC(O)CH 2 CH 2 N(CH 3 ) 2 , —CH 2 NHC(O)C(═CH 2 )CH 3 , —CH 2 NHC(O)(C 2 -C 4 )alkynyl, —CH 2 NHC(O)CH 2 CH 2 -piperidinyl, —(C 1 -C 4 )alkyl-morpholinyl, —CH 2 NHC(O)CH 2 O-phenyl wherein the phenyl is optionally substituted with halogen, (C 1 -C 4 )alkoxy, —C(O)(C 1 -C 4 )alkyl, —C(O)(C 1 -C 4 )alkoxy, —C(O)N(H) 2 , —C(O)N(CH 3 ) 2 , —C(O)— morpholinyl, —C(O)-pyrrolidinyl, —N(CH 3 ) 2 , —NHC(O)(C 1 -C 4 )alkyl, —NHC(O)(C 2 -C 4 )alkenyl, —NHC(O)CH 2 CN, —S(O) 2 (C 1 -C 4 )alkyl, —S(O) 2 -pyrrolidinyl, morpholinyl, tetrahydropyranyl, or 4-methylpiperazinecarbonyl.
17 . The compound according to claim 16 , wherein Z is CR 1 and R 1 of Z is H, (C 1 -C 4 )alkyl, —NHC(O)CH 2 Cl, —NHC(O)CH 2 CN, —NHC(O)(C 2 -C 4 )alkenyl, —NHC(O)(C 2 -C 4 )alkynyl, —NHC(O)C(═CH 2 )CH 3 , —NHC(O)CH 2 -phenyl wherein the phenyl is optionally substituted with halogen, or pyrazolyl substituted with CH 3 .
18 . The compound according to claim 17 , wherein R 302 is optionally substituted with one or more substituents independently selected from halogen, CF 3 , OCF 3 , ═O, CHF 2 , CN, C(O)OH, OH, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, (C 3 -C 6 )cycloalkyl, —(C 1 -C 4 )alkylCN, —(C 1 -C 4 )alkylC(O)NH 2 , —C(O)NH 2 , —C(O)N(H)(C 1 -C 4 )alkyl, —C(O)N(C 1 -C 4 )alkyl) 2 , —C(O)N(H)cyclopropyl, —C(O)(C 1 -C 4 )alkoxy, NH 2 , N(H)CH 3 , N(CH 3 ) 2 , or optionally substituted benzyl.
19 . The compound according to claim 1 , wherein
X is NR 2 wherein R 2 is H; Y is CR 1 wherein R 1 is H, CH 3 , substituted pyrazolyl, 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazinyl or tetrahydrofuranyl; Z is CR 1 wherein R 1 is H; E is CR 5 wherein R 5 is H; R 3 is —R 301 -L-R 302 wherein
R 301 is a bond, —O—, —N(H)—, —N(CH 3 )— or —C(H)(CH 3 )—;
L is azetidinyl, 3,6-diazabicyclo[3.2.0]heptanyl, morpholinyl, [1,4]oxepanyl, piperidinyl, or pyrrolidinyl;
wherein the azetidinyl is optionally substituted with CH 3 ; and
wherein the piperidinyl is optionally substituted with —CH 2 OH; and
R 302 is —C(O)CH═CH 2 or —C(O)CCH.
20 . The compound according to claim 1 , wherein the compound is:
4-((1-acryloylazetidin-3-yl)(methyl)amino)-1H-indole-7-carboxamide; 4-(5-acetylthiophen-2-yl)-2-p-tolyl-1H-indole-7-carboxamide; 4-(1-(4-methoxybenzyl)-1H-pyrazol-5-ylamino)-2-p-tolyl-1H-indole-7-carboxamide; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamido)phenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-oxoisoindolin-2-yl)phenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(6-methyl-1-oxoisoindolin-2-yl)phenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-(6-fluoro-1-oxoisoindolin-2-yl)-2-methylphenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-(6-fluoro-1-oxoisoindolin-2-yl)-2-methylphenyl)-2-(4-fluorophenyl)-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(2-methyl-3-(4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamido)phenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(pyridin-3-yl)-1H-indol-4-yl)-4-methylphenyl)thiazole-2-carboxamide 2,2,2-trifluoroacetate; N-(3-(7-carbamoyl-2-(pyridin-3-yl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; (R)-4-(3-(4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-2-(4-fluorophenyl)-4-(3-(4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide*; (R)-2-(1-methyl-1H-pyrazol-4-yl)-4-(3-(4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-2-(4-fluorophenyl)-1H-indole-7-carboxamide*; 2-(1-methyl-1H-pyrazol-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; (R)-4-(3-(4-tert-butylbenzamido)piperidin-1-yl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-tert-butylbenzamido)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)—N-(1-(7-carbamoyl-1H-indol-4-yl)piperidin-3-yl)-2-methylozole-4-carboxamide*; (R)-4-(3-(3-thiazol-2-ylureido)piperidin-1-yl)-1H-indole-7-carboxamide*; 4-(3-(4-tert-butylbenzamido)-2-methylphenyl)-1H-indole-7-carboxamide; 4-(3-(7-cyclopropyl-5-fluoro-4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide; (R)-4-(3-(4-tert-butylbenzamido)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-methoxybenzamido)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; (R)-5-tert-butyl-N-(1-(7-carbamoyl-1H-indol-4-yl)piperidin-3-yl)isoxazole-3-carboxamide*; (R)-2-(1-methyl-1H-pyrazol-4-yl)-4-(3-(4-(trifluoromethyl)benzamido)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-methoxybenzamido)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-(trifluoromethyl)benzamido)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-4-(3-(4-(difluoromethyl)benzamido)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 2-(3,6-dihydro-2H-pyran-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; 2-(4-fluorophenyl)-4-(2-methyl-3-(4-oxoquinazolin-3 (4H)-yl)phenyl)-1H-indole-7-carboxamide; (R)-4-(3-(4-(1-amino-2-methyl-1-oxopropan-2-yl)benzamido)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; (R)-2-(1-methyl-1H-pyrazol-4-yl)-4-(3-(4-(trifluoromethoxy)benzamido)piperidin-1-yl)-1H-indole-7-carboxamide*; 2-(1-(2-hydroxyethyl)-1H-pyrazol-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; (R)-4-(3-(6-fluoro-1-oxoisoindolin-2-yl)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; 2-(3,6-dihydro-2H-pyran-4-yl)-4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-1H-indole-7-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-methyl-1H-pyrazol-4-yl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-(hydroxymethyl)phenyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 2-(1-methyl-1H-pyrazol-4-yl)-4-(2-methyl-3-(4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamido)phenyl)-1H-indole-7-carboxamide; (R)-4-(3-(4-cyclopropylbenzamido)piperidin-1-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide*; 2-(2,5-dihydro-1H-pyrrol-3-yl)-4-(2-methyl-3-(4-oxoquinazolin-3 (4H)-yl)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 2-(1-((R)-2,3-dihydroxypropyl)-1H-pyrazol-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide*; N-(3-(7-carbamoyl-2-(1-methyl-1H-pyrazol-4-yl)-1H-indol-4-yl)-2-(hydroxymethyl)phenyl)thiazole-2-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(4-tert-butylbenzamido)-2-methylphenyl)-1H-indole-7-carboxamide; N-(3-(2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(2-methyl-3-(4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamido)phenyl)-1H-indole-7-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(4-cyclopropylbenzamido)-2-methylphenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 2-(1-methyl-2,5-dihydro-1H-pyrrol-3-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; 2-(1-acetyl-2,5-dihydro-1H-pyrrol-3-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; ethyl 3-(7-carbamoyl-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate; 2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 2-(1-((S)-2,3-dihydroxypropyl)-1H-pyrazol-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-methyl-1H-pyrazol-4-yl)-1H-indol-4-yl)-2-methylphenyl)-N-methylthiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(1-methyl-1H-pyrazol-4-yl)-1H-indol-4-yl)-2-methylphenyl)-N-(oxetan-3-yl)thiazole-2-carboxamide; 2-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(4-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-2-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-2-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(3-(4-(difluoromethyl)benzamido)-2-methylphenyl)-2-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(3-(4-cyclopropylbenzamido)-2-methylphenyl)-2-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(3-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-2-methylphenyl)-2-(1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; (R)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(8-oxo-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; (R)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(8-oxoimidazo[1,2-a]pyrazin-7(8H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; 4-(2-methyl-3-(oxetan-3-ylamino)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(4-(difluoromethyl)benzamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(4-hydroxy-4-(trifluoromethyl)cyclohexanecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (R)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)piperidin-1-yl)-1H-indole-7-carboxamide*; 2-(1-acetylpiperidin-4-yl)-4-(3-(4-cyclopropylbenzamido)-2-methylphenyl)-1H-indole-7-carboxamide; (R)—N-(1-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)piperidin-3-yl)-2-methyloxazole-4-carboxamide*; (R)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-(2-oxo-1,3′-bipiperidin-1′-yl)-1H-indole-7-carboxamide*; 2-(1-methyl-1H-pyrazol-4-yl)-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-benzo[d]imidazole-7-carboxamide; 4-(3-(4-(difluoromethyl)-N-(oxetan-3-yl)benzamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(oxetan-3-ylamino)phenyl)-1H-indole-7-carboxamide; 4-(3-(4-(difluoromethyl)benzamido)-2-methylphenyl)-1H-indole-7-carboxamide; 4-(3-(2-hydroxyethylamino)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (R)—N-(1-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)piperidin-3-yl)thiazole-2-carboxamide*; 4-(3-(cyclohexanecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(4-(difluoromethyl)-N-(2-hydroxyethyl)benzamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl)isothiazole-4-carboxamide; 4-(2-methyl-3-(tetrahydro-2H-pyran-4-carboxamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-methylpiperidine-3-carboxamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-methylpiperidine-4-carboxamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(cyclopentanecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl)-2-methylthiazole-4-carboxamide; 4-(3-(3-methoxycyclohexanecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-methylbutanamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-isobutyramido-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(nicotinamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl)-5-methylthiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-((3R,4R)-1-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-4-hydroxypiperidin-3-yl)thiazole-2-carboxamide; (R)-4-(3-acrylamidopiperidin-1-yl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide*; 4-(2-methyl-3-(thiazol-2-ylmethylamino)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(N-(thiazol-2-ylmethyl)acrylamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (Z)-4-(2-methyl-3-(2-methylbut-2-enamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (E)-4-(3-(4-(dimethylamino)but-2-enamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-(piperidin-1-yl)propanamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(2-cyanoacetamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-propionamidophenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-methacrylamido-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamidel; 4-(3-(2-chloro-2,2-difluoroacetamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(2-chloropropanamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (E)-4-(3-but-2-enamido-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N1-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl); 4-(3-(2-(4-fluorophenoxy)acetamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-(pyrrolidin-1-yl)propanamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(2-(4-cyanophenoxy)acetamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(2-(pyridin-3-yloxy)acetamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(cyclopent-1-enecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(2-methylpent-2-enamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (Z)-4-(3-(3-chloroacrylamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (E)-methyl 4-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenylamino)-4-oxobut-2-enoate; 4-(3-(cyclohex-1-enecarboxamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; (E)-ethyl 4-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenylamino)-4-oxobut-2-enoate; 4-(2-methyl-3-(2-phenoxyacetamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(2-fluoroacetamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4,4-difluorocyclohex-1-enyl)-1H-indole-7-carboxamide; 4-(2-(acrylamidomethyl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(3-(dimethylamino)propanamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-acrylamidophenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(acrylamidomethyl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(acrylamidomethyl)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(2-cyanopyrimidin-4-ylamino)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(6-cyclopropyl-8-fluoro-1-oxoisoquinolin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-methoxypyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(2-(pyridin-2-yloxy) acetamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; N1-(3-(7-carbamoyl-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-4-yl)-2-methylphenyl) fumaramide; 4-(3-(2-chlorobutanamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-(4-methylpiperazin-1-yl)propanamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(2-(pyridazin-3-yloxy)acetamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-4-(3-(thiazol-2-ylmethoxy)phenyl)-1H-indole-7-carboxamide; methyl 3-(4-(3-acrylamido-2-methylphenyl)-7-carbamoyl-1H-indol-2-yl)benzoate; 4-(3-acrylamido-2-methylphenyl)-2-(3-methoxyphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-methoxyphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(6-methylpyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3-carbamoylphenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-3-methyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3,5-dimethylisoxazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3,5-dimethyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-isopropyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1,3-dimethyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-ethyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-isobutyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; (E)-N-(3-(3-but-2-enamido-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-3-methacrylamido-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(3-but-2-ynamido-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-3-(2-(4-fluorophenoxy)acetamido)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-fluoropyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-ethyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 2-(3-acetamidophenyl)-4-(3-acrylamido-2-methylphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-methoxypyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3-cyanophenyl)-1H-indole-7-carboxamide; methyl 4-(4-(3-acrylamido-2-methylphenyl)-7-carbamoyl-1H-indol-2-yl)benzoate; 4-(3-acrylamido-2-methylphenyl)-2-(2,3-dihydrobenzofuran-5-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3-fluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3-(dimethylamino)phenyl)-1H-indole-7-carboxamide; 4-(2-(2-chloroacetamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-H-indole-7-carboxamide; 4-(2-acetamidophenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-methyl-5-(pyrrolidin-1-ylsulfonyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-fluorophenyl)-1H-indole-7-carboxamide; N-(3-(3-acrylamido-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-3-(2-chloroacetamido)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-methyl-1H-pyrazol-5-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(pyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-(2-morpholinoethyl)-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(6-morpholinopyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(3-(4-methylpiperazine-1-carbonyl)phenyl)-1H-indole-7-carboxamide; N-(3-(2-(2-(acrylamidomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(2-(2-(acetamidomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-(propionamidomethyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(2-(2-(butyramidomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; (E)-N-(3-(2-(2-(but-2-enamidomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-(methacrylamidomethyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-(propiolamidomethyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(2-(2-(but-2-ynamidomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((2-cyanoacetamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((3-(dimethylamino)propanamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((3-(piperidin-1-yl)propanamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((2-phenoxyacetamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((2-(4-fluorophenoxy)acetamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(7-carbamoyl-2-(2-((2-chloroacetamido)methyl)phenyl)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; N-(3-(2-(2-(aminomethyl)phenyl)-7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-fluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-phenyl-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-(methylsulfonyl)phenyl)-1H-indole-7-carboxamiide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(dimethylcarbamoyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(pyrimidin-5-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(pyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(morpholine-4-carbonyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(pyrrolidine-1-carbonyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(4-methylpiperazine-1-carbonyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(methylsulfonyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(6-methoxypyridin-3-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-cyanophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(2-methoxyphenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-3-(2-cyanoacetamido)-1H-indol-4-yl)-2-methylphenyl)thiazole-2-carboxamide; 4-(2-acrylamidophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-(morpholinomethyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(4-carbamoylphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-(thiazol-2-ylmethylamino)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(N-methylacrylamido)phenyl)-1H-indole-7-carboxamide; 4-(3-(methylamino)phenyl)-1H-indole-7-carboxamide; 4-(3-(N-methylacrylamido)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(2-methylenebutanamido)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-(pyrrolidin-1-yl)propanamido)phenyl)-1H-indole-7-carboxamide; 4-(3-methacrylamido-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(3-(3-cyclopropylacrylamido)-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(3-(pyridin-2-yl)acrylamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(3-(1-methyl-1H-pyrazol-4-yl)acrylamido)phenyl)-1H-indole-7-carboxamide; (E)-ethyl 4-(3-(7-carbamoyl-1H-indol-4-yl)-2-methylphenylamino)-4-oxobut-2-enoate; (E)-4-(3-(4-(dimethylamino)but-2-enamido)-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(3-(pyridin-3-yl)acrylamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(4-methylpent-2-enamido)phenyl)-1H-indole-7-carboxamide; N1-(3-(7-carbamoyl-1H-indol-4-yl)-2-methylphenyl)-N4-ethylmaleamide; 4-(3-acetamido-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(3-but-2-enamido-2-methylphenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(3-morpholinopropanamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(3-(thiazol-2-yl)acrylamido)phenyl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(2-phenylacrylamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(4-(piperidin-1-yl)but-2-enamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(4-((tetrahydrofuran-2-yl)methylamino)but-2-enamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(3-(4-(2-methoxyethylamino)but-2-enamido)-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(3-(4-(cyclopropylamino)but-2-enamido)-2-methylphenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(4-morpholinobut-2-enamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(2-methyl-3-(4-(4-methylpiperazin-1-yl)but-2-enamido)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-(benzyloxy)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-(benzyloxy)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-(thiazol-2-ylmethoxy)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-(thiazol-2-ylmethoxy)phenyl)-1H-indole-7-carboxamide; 4-(2-acrylamido-4-(thiazol-2-ylmethoxy)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; 4-(2-acrylamido-4-(benzyloxy)phenyl)-1H-indole-7-carboxamide; 4-(5-acrylamidopyridin-3-yl)-1H-indole-7-carboxamide; 4-(2-acrylamidopyridin-4-yl)-1H-indole-7-carboxamide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4-(2-methoxyethyl)maleamide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4-ethylmaleamide; 4-(3-(1-methyl-1,2,5,6-tetrahydropyridine-3-carboxamido)phenyl)-1H-indole-7-carboxamide; 4-(3-(vinylsulfonamido)phenyl)-1H-indole-7-carboxamide; 4-(3-(2-oxopropanamido)phenyl)-1H-indole-7-carboxamide; (E)-methyl 4-(3-(7-carb amoyl-1H-indol-4-yl)phenylamino)-4-oxobut-2-enoate; 4-(3-(cyanomethylcarbamoyl)phenyl)-1H-indole-7-carboxamide; N-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-5-methylisoxazole-4-carboxamide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4-methylfumaramiide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4,N4-dimethylfumaramide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4-ethylfumaramide; N1-(3-(7-carbamoyl-1H-indol-4-yl)phenyl)-N4-cyclopropylfumaramide; (E)-4-(3-(7-carbamoyl-1H-indol-4-yl)phenylamino)-4-oxobut-2-enoic acid; 4-(3-(N-isobutylacrylamido)phenyl)-1H-indole-7-carboxamide; 1-Acryloyl-1,2,3,6-tetrahydro-pyrrolo[2,3-e]indole-5-carboxylic acid amide; 4-acrylamido-1H-indole-7-carboxamide; 4-(3-(N-(cyanomethyl)sulfamoyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; 4-(3-((2-oxopropanamido)methyl)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-1H-indazole-7-carboxamide; 4-(3-acrylamido-2-methoxyphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-fluorophenyl)-1H-indole-7-carboxamide; 4-(5-acrylamido-2-fluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-fluorophenyl)-1H-indole-7-carboxamide; 4-(5-acrylamido-2-chlorophenyl)-1H-indole-7-carboxamide; 4-(5-acrylamido-2,4-difluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-cyanophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2,6-difluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-methylphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-methylphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-methoxyphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-methoxyphenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-4-chlorophenyl)-1H-indole-7-carboxamide; 4-(5-acrylamido-2,3-difluorophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-5-cyanophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-cyanophenyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-2-vinyl-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-2-ethyl-1H-indole-7-carboxamide; 4-(3-(2-(morpholinomethyl)acrylamido)phenyl)-1H-indole-7-carboxamide; 4-(3-(2-((dimethylamino)methyl)acrylamido)phenyl)-1H-indole-7-carboxamide; (E)-4-(3-(4-(dimethylamino)but-2-enamido)-2-methylphenyl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; 4-((1R,3S)-3-acrylamidocyclohexyl)-1H-indole-7-carboxamide; 4-(cis-3-acrylamidocyclohexyl)-1H-indole-7-carboxamide; 4-((1S,3S)-3-acrylamidocyclohexyl)-1H-indole-7-carboxamide; 4-(trans-3-acrylamidocyclohexyl)-1H-indole-7-carboxamide; 4-(cis-3-acrylamidocyclohexyl)-1H-indole-7-carboxamide; 4-(3-(2-(aminomethyl)acrylamido)phenyl)-1H-indole-7-carboxamide; 4-((1R,3S)-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; 4-(3-(2-((methylamino)methyl)acrylamido)phenyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-2-methyl-1H-indole-7-carboxamide; 4-((1S,3S)-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-2-(2-ethoxyethyl)-1H-indole-7-carboxamide; 4-(3-acrylamidophenyl)-2-(2-hydroxyethyl)-1H-indole-7-carboxamide; 4-(1-acryloylpiperidin 3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-acrylamido-2-methylphenyl)-2-(1-isopropyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-(3-(4-cyclopropylbenzamido)-2-methylphenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(2-methyl-3-(1-methylpiperidine-4-carboxamido)phenyl)-2-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-7-carboxamide; 4-(3-(N-(cyclopentylmethyl)acrylamido)phenyl)-1H-indole-7-carboxamide; ethyl 4-(7-carbamoyl-4-(2-methyl-3-(4-oxoquinazolin-3(4H)-yl)phenyl)-1H-indol-2-yl) 5,6 -dihydropyridine-1 (2H)-carboxylate; (R)-4-(3-(4-oxoquinazolin-3(4H)-yl)piperidin-1-yl)-1H-indole-7-carbonitrile; 4-(2,6-dichlorobenzyl)-2-(p-tolyl)-1H-indole-7-carboxamide; (E)-4-(3-(2-cyano-3-hydroxybut-2-enamido)phenyl)-1H-indole-7-carboxamide; 4-(cis-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; 4-(trans-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; 4-(trans-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)oxy)-1H-indole-7-carboxamide; (S)-4-(1-(1-acryloylazetidin-3-yl)ethyl)-1H-indole-7-carboxamide*; (R)-4-(1-(1-acryloylazetidin-3-yl)ethyl)-1H-indole-7-carboxamide*; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; (R)-4-(1-acryloylpiperidin-3-yl)-1H-indole-7-carboxamide*; (S)-4-(1-acryloylpiperidin-3-yl)-1H-indole-7-carboxamide*; (S)-4-(1-acryloylpiperidin-3-yl)-2-methyl-1H-indole-7-carboxamide; (R)-4-(1-acryloylpiperidin-3-yl)-2-methyl-1H-indole-7-carboxamide; (R)-4-(4-acryloylmorpholin-2-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; (S)-4-(4-acryloylmorpholin-2-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; (R)-4-(1-acryloylpyrrolidin-3-yl)-2-(6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-yl)-1H-indole-7-carboxamide; 2-methyl-4-(methyl(1-propioloylazetidin-3-yl)amino)-1H-indole-7-carboxamide; (S)-4-(1-acryloylpyrrolidin-3-yl)-2-(6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-yl)-1H-indole-7-carboxamide; (R)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; (S)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; (R)-4-(1-acryloylpiperidin-3-yl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; (S)-4-(1-acryloylpiperidin-3-yl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; (R)-7-(1-acryloylpiperidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)thiazolo[5,4-c]pyridine-4-carboxamide; (S)-7-(1-acryloylpiperidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)thiazolo[5,4-c]pyridine-4-carboxamide; (S)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-indole-7-carboxamide; 4-((3S,5R)-1-acryloyl-5-(hydroxymethyl)piperidin-3-yl)-1H-indole-7-carboxamide; 4-((3S,5S)-1-acryloyl-5-(hydroxymethyl)piperidin-3-yl)-1H-indole-7-carboxamide; 4-((3R,5S)-1-acryloyl-5-(hydroxymethyl)piperidin-3-yl)-1H-indole-7-carboxamide; 4-((3R,5R)-1-acryloyl-5-(hydroxymethyl)piperidin-3-yl)-1H-indole-7-carboxamide; (R)-4-(1-acryloylpyrrolidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; (S)-4-(1-acryloylpyrrolidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-((1R,3R)-3-acrylamidocyclopentyl)-1H-indole-7-carboxamide; (S)-4-(1-acryloylpiperidin-3-yl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; (R)-4-(1-acryloylpiperidin-3-yl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; (R)-2-methyl-4-(1-propionylpyrrolidin-3-yl)-1H-indole-7-carboxamide; (S)-2-methyl-4-(1-propionylpyrrolidin-3-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(isochroman-7-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(4,4-difluorocyclohex-1-en-1-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(4-(methylsulfonyl)cyclohex-1-en-1-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(6-morpholinopyridin-3-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(7,8-dihydro-5H-pyrano[4,3-b]pyridin-3-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(chroman-7-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(5-(morpholinomethyl)pyridin-2-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(1-methyl-1H-pyrazol-5-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(2-ethyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(1,3-dimethyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(1-propylpiperidin-4-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(tetrahydrofuran-3-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(3-hydroxyoxetan-3-yl)-1H-indole-7-carboxamide; 4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-methyl-1H-indole-7-carboxamide; (R)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-indole-7-carboxamide; (S)-4-(1-acryloylpyrrolidin-3-yl)-2-methyl-1H-indole-7-carboxamide*; (R)-4-(1-acryloylpyrrolidin-3-yl)-2-methyl-1H-indole-7-carboxamide*; 4-((1R,5S)-6-acryloyl-3,6-diazabicyclo[3.2.0]heptan-3-yl)-1H-indole-7-carboxamide; 4-((1 S,5R)-6-acryloyl-3,6-diazabicyclo[3.2.0]heptan-3-yl)-1H-indole-7-carboxamide; (R)-4-(1-(1-acryloylazetidin-3-yl)ethyl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; (S)-4-(1-(1-acryloylazetidin-3-yl)ethyl)-1H-pyrrolo[3,2-c]pyridine-7-carboxamide; 4-((1-acryloylazetidin-3-yl)amino)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; 4-((1-acryloyl-3-methylazetidin-3-yl)(methyl)amino)-1H-indole-7-carboxamide; 4-((1-cyanoazetidin-3-yl)(methyl)amino)-2-methyl-1H-indole-7-carboxamide; 4-(2-chloro-6-fluorobenzyl)-2-p-tolyl-1H-indole-7-carboxamide; (S)-4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(tetrahydrofuran-3-yl)-1H-indole-7-carboxamide; (R)-4-((1-acryloylazetidin-3-yl)(methyl)amino)-2-(tetrahydrofuran-3-yl)-1H-indole-7-carboxamide; (S)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; (R)-4-(4-acryloyl-1,4-oxazepan-6-yl)-1H-pyrrolo[2,3-c]pyridine-7-carboxamide; (S)-4-(1-acryloylpiperidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide; or (R)-4-(1-acryloylpiperidin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-indole-7-carboxamide.
21 . A method of treating a disease comprising administering a therapeutically effective amount of a compound of claim 1 to a patient in need thereof.
22 . The method according to claim 21 , wherein the disease is rheumatoid arthritis, juvenile rheumatoid arthritis, osteoarthritis, Crohn's disease, inflammatory bowel disease, ulcerative colitis, psoriatic arthritis, psoriasis, ankylosing spondylitis, interstitial cystitis, asthma, systemic lupus erythematosus, lupus nephritis, B cell chronic lymphocytic lymphoma, multiple sclerosis, chronic lymphocytic leukemia, small lymphocytic lymphoma, mantle cell lymphoma, B-cell non-Hodgkin's lymphoma, activated B-cell like diffuse large B-cell lymphoma, multiple myeloma, diffuse large B-cell lymphoma, follicular lymphoma, hairy cell leukemia or Lymphoblastic lymphoma.
23 . A kit comprising a packaged product comprising components with which to administer a compound of claim 1 for treatment of an autoimmune disorder.
24 . The kit according to claim 23 , wherein the packaged product comprises a compound of Formula (I) and instructions for use.
25 . A pharmaceutical composition comprising a compound according to claim 1 and one or more pharmaceutically acceptable excipients.Cited by (0)
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