Patent ID: 7776860
Filing Date: 2010-08-17
Classification: A61P,C07D

Abstract:
1. A compound of formula: obtained by a process comprising: (a) nitrating a compound of formula (1): wherein Hal is F, Cl, Br, or I, to yield a 5-halogen-2-hydroxy-3-nitrobenzaldehyde of formula (2), (b) subjecting (2) to an Erlenmeyer condensation with a glycine of formula wherein R is chosen from an alkyl(C 1-6 ) and an aryl group, to yield an N-(6-halogen-8-nitro-2-oxo-2H-1-benzopyran-3-yl) amide of formula (3), (c) subjecting (3) to a catalytic hydrogenation to yield an N-(8-amino-2-oxo-2H-1-benzopyran-3-yl) amide of formula (4), (d) alkylating (4) with a compound of the formula wherein L is a leaving group, to yield an N-(8-(1-piperazinyl)-2-oxo-2H-1-benzopyran-3-yl) amide of formula (5), (e) hydrolyzing (5) with HCl, to yield the corresponding HCl salt (6), wherein n is 2 or 3, and (f) at least partially neutralizing (6) with a base to produce the compound of formula: