RESUMEN

A methodological study devoted to the Mannich-like multicomponent synthesis of the antiplatelet agent (±)­clopidogrel (7) and the ethyl ester analogue 6 is described. The process involves the formation of 2-chlorophenyl zinc bromide (2) and its subsequent reaction with an alkyl glyoxylate and 4,5,6,7-tetrahydrothieno[3,2-c]pyridine (3). We demonstrate that the organozinc reagent 2 also constitutes a very convenient nucleophile for the multicomponent synthesis of the benzylamine core of ticlopidine (9).

Asunto(s)

Bromuros/química , Ticlopidina/análogos & derivados , Ticlopidina/química , Ticlopidina/síntesis química , Compuestos de Zinc/química , Clopidogrel , Cobalto/química , Estructura Molecular , Inhibidores de Agregación Plaquetaria/síntesis química , Inhibidores de Agregación Plaquetaria/química , Zinc/química