Patent ID: 9233920
Filing Date: 2016-01-12
CPC Classification: A01N,C07D

Claim Text:
1. A process for the preparation of the compound of formula I wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R R n is 0 or 1; comprising (a-i) reacting a compound of formula II wherein P, R with nitromethane in the presence a chiral catalyst to give a compound of formula III wherein P, R (a-ii) reductively cyclising the compound of formula III to give the compound of formula I; or (b-i) reacting a compound of formula II wherein P, R with a source of cyanide in the presence of a chiral catalyst to give a compound of formula IV wherein P, R (b-ii) reductively cyclising the compound of formula IV to give the compound of formula I, wherein n is 0; or (c-i) reacting a compound of formula II wherein P, R with a compound of formula XXII wherein wherein W is hydrogen or optionally substituted aryl, Y is optionally substituted aryl, and Z is optionally substituted alkyl or optionally substituted arylalkylene; in the presence a chiral catalyst to give a compound of formula XXIII wherein P, R (c-ii) treating the compound of formula XXIII with a suitable acid or a suitable base to release Y— C(═O)—W and give the compound of formula XXIV wherein P, R (c-iii) decarboxylating the compound XXIV to give the compound I, wherein n is 0; or (d-i) reacting a compound of formula XXV wherein R with a compound of formula XXVI wherein P is as defined for the compound of formula I; in the presence a chiral catalyst to give a compound of formula III wherein P, R (d-ii) reductively cyclising the compound of formula III to give the compound of formula I.