2-chlorophenyl zinc bromide: a convenient nucleophile for the mannich-related multicomponent synthesis of clopidogrel and ticlopidine.

نویسندگان

  • Isabelle Aillaud
  • Caroline Haurena
  • Erwan Le Gall
  • Thierry Martens
  • Gino Ricci
چکیده

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).

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عنوان ژورنال:
  • Molecules

دوره 15 11  شماره 

صفحات  -

تاریخ انتشار 2010