Process for preparing spiro derivatives
AssigneeBiogen, Inc.
InventorsGerard M. Giblin, David T. MacPherson, Osama Suleiman, Michael Williams, David R. Witty, Thierry Bonnaud, Richard Edwards
Life of this patent
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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.
Claims15
A compound which is (S)-1-methyl-2-oxo-3-(prop-2-yn-1-yl)pyrrolidine-3-carboxylic acid (D6):
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.
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.
A process of preparing a compound which is D1:
- from 1-methylpyrrolidin-2-one.
A process of preparing a compound of D2:
- from 1-methylpyrrolidin-2-one.
A process of preparing a compound of D3:
- from a compound of D2.
A process of preparing a compound of D4:
- from a compound of D3.
A process of preparing a compound of D4:
- from a compound of D1.
A process of preparing a compound of D5:
- from a compound of D4.
A process of preparing a compound of D7:
- from a compound of D6.
A process of preparing a compound of D9:
- from a compound of D7 and a compound of D8:
A process of preparing a compound of D10
- from a compound of D9.
A process of preparing a compound of formula (I):
- from a compound of D10.
Dependencies are inferred from the claim text.