US2022033408A1PendingUtilityA1
Process for preparing spiro derivatives
Est. expiryOct 10, 2037(~11.2 yrs left)· nominal 20-yr term from priority
Inventors:Gerard M. P. GiblinDavid T. MacphersonOsama SuleimanMichael WilliamsDavid R. WittyThierry BonnaudRichard Edwards
C07C 215/28C07D 207/277C07D 403/06C07D 487/10C07C 51/412A61K 31/506C07D 207/273C07C 65/10
70
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Claims
Abstract
The invention relates to a novel process for preparing spiro derivatives, in particular 7-methyl-2-[4-methyl-6-[4-(trifluoromethyl)-phenyl]pyrimidin-2-yl]-1,7-diazaspiro[4.4]nonan-6-one, and to novel intermediates for use in said process along with processes for preparing said intermediates.
Claims
exact text as granted — not AI-modified1 . A compound which is (S)-1-methyl-2-oxo-3-(prop-2-yn-1-yl)pyrrolidine-3-carboxylic acid (D6):
2 . A process of preparing the compound of D6 as defined in claim 1 , from a compound which is (S)-1-methyl-2-oxo-3-(prop-2-yn-1-yl)pyrrolidine-3-carboxylic acid (S)-phenylglycinol salt (D5):
3 . A process of preparing a compound which is (S) tert-Butyl(1-methyl-2-oxo-3-(prop-2-yn-1-yl)pyrrolidin-3-yl)carbamate (D7):
which comprises:
(i) preparing a compound of D1:
from 1-methylpyrrolidin-2-one; followed by
(ii) preparing a compound of D4:
from a compound of D1; followed by
(iii) preparing a compound of D5:
from a compound of D4, followed by
(iv) preparing a compound of D6:
from a compound of D5; and followed by
(v) preparing a compound of D7:
from a compound of D6.
4 . A process of preparing a compound which is (S) tert-Butyl(1-methyl-2-oxo-3-(prop-2-yn-1-yl)pyrrolidin-3-yl)carbamate (D7):
which comprises:
(a) preparing a compound of D2:
from 1-methylpyrrolidin-2-one; followed by
(b) preparing a compound of D3:
from a compound of D2: followed by
(c) preparing a compound of D4:
from a compound of D3, followed by
(iii) preparing a compound of D5:
from a compound of D4; followed by
(iv) preparing a compound of D6:
from a compound of D5; and followed by
(v) preparing a compound of D7:
from a compound of D6.
5 . A process of preparing a compound which is 7-methyl-2-[4-methyl-6-[4-trifluoromethyl)-phenyl]pyrimidin-2-yl]-1,7-diazaspiro[4.4]nonan-6-one, i.e. a compound of formula (I):
which comprises:
steps (i) to (v) as defined in claim 3 ; or steps (a) to (c) followed by steps (iii) to (v) as defined in claim 4 ; followed by:
(vi) preparing a compound of D9:
from a compound of D7 and a compound of D8:
followed by
(vii) preparing a compound of D10:
from a compound of D9; followed by
(viii) preparing a compound of formula (I):
from a compound of D10.
6 . A process of preparing a compound which is D1:
from 1-methylpyrrolidin-2-one.
7 . A process of preparing a compound of D2:
from 1-methylpyrrolidin-2-one.
8 . A process of preparing a compound of D3:
from a compound of D2.
9 . A process of preparing a compound of D4:
from a compound of D3.
10 . A process of preparing a compound of D4:
from a compound of D1.
11 . A process of preparing a compound of D5:
from a compound of D4.
12 . A process of preparing a compound of D7:
from a compound of D6.
13 . A process of preparing a compound of D9:
from a compound of D7 and a compound of D8:
14 . A process of preparing a compound of D10
from a compound of D9.
15 . A process of preparing a compound of formula (I):
from a compound of D10.Cited by (0)
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