Patent ID: 6420372
Filing Date: 2002-07-16
Classification: A61K,A61P,C07D,Y02A

Abstract:
A method for producing febrifugine which comprises subjecting an S-aldehyde compound represented by Formula (C): (wherein R1 represents a silyl group and R2 represents a cyclic hydrocarbon group) to a Mannich reaction with a 2-alkoxyaniline compound and a 2-alkoxypropane compound in the presence of an aqueous Lewis acid of a rare earth metal, in an aqueous solvent, to form a diastereomeric mixture of a &bgr;-aminoketone compound represented by Formula (D): (wherein R1 and R2 are as defined above, and R3 represents an alkyl group which forms an alkoxy group of the 2-alkoxyaniline), after which the anti-diastereomer is cyclized to form a piperidine compound, and reacted with a quinazoline compound to obtain a febrifugine represented by Formula (A):