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US 10,221,134 B2Granted
Processes to produce brivaracetam
AssigneeEsteve Quimica, S.A.
InventorsPeng Wang, Pixu Li, Qiang Wei, Yuanhua Liu
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Abstract
The present invention provides a scalable synthesis of enantiomerically pure brivaracetam, and related derivatives.
Claims11
A process for the preparation of the compound of formula XII from the compound of formula IV,
- wherein, R is saturated or unsaturated C1-20 alkyl or C1alkyl-unsubstituted or substituted aryl, comprising the steps of decarboxylation of the compound of formula IV
- to produce the compound of formula VI
- ring-opening of the compound of formula VI to produce the compound of formula VII
- wherein R1 is saturated or unsaturated C1-20 alkyl or C1alkyl-unsubstituted or substituted aryl;
- and X is Cl, Br, I, OMs, OTs, ONs;
- or
- the compound of formula X
- then converting VII or X by reacting with (S)-2-aminobutanamide or its salt or alkyl (S)-2-aminobutanoate to produce the compound of formula XII, or reacting the compound of formula VI with (S)-2-aminobutanamide or its salt to produce the compound of formula XII in one step;
- or reacting the compound of formula VI with alkyl (S)-2-aminobutanoate to produce XII-a
- wherein R in the compound of formula XII-a is a saturated or unsaturated C1-C20 alkoxyl ;
- and
- then converting XII-a to XII by aminolysis and amide formation reaction.
9 more elements
Dependencies are inferred from the claim text.