Patent ID: 6875866
Filing Date: 2005-04-05
Classification: C07D

Abstract:
1. A process for preparing a compound of formula I: where X 1 is Cl or F and Y is selected from the group consisting of malonic, acid, oxalic acid, sulfonic acid, phosphoric acid hydrochloride from compound of formula II: where Q has the formula or —CH(OR) 2 , where R is C 1 -C 6 alkyl and wherein X is an anion selected from the group consisting of: phosphonate of the formula (R a group of the formula (OR a group of the formula (R (a) reacting the compound of formula II with an organometallic reagent of formula III: where X 1 is Cl or F, where M is selected from the group consisting of Co, Ni, Mg, Zn, Ti, Ce, Mn and Cu; and L is selected from the group consisting of Br, Cl, CN, and acetate, p being a number ranging from 1 to 3 depending on the valence of M; in the presence of a metal salt of the formula CuZ followed by treatment with acid Y, to form a compound of formula IV: where X 1 and Y are as defined as above; b) cyclizing and reducing the compound of formula IV to form a compound of formula V; and (c) deprotecting the compound of formula V to form the compound of formula I (i) wherein the compound of formula V is washed with an organic solvent, water and a base to obtain a biphasic solution wherein said biphasic solution contains an organic and an aqueous layer; (ii) wherein said organic layer is separated from the aqueous layer; (iii) boron trichloride is added to said organic layer and then subsequently heated then quenched; (iv) wherein the quenched solution of step (iii) is concentrated, cooled, washed with an organic solvent and filtered to obtain a solid containing the compound of formula I.