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Note | Regular issue | Vol 55, No. 7, 2001, pp.1329-1345
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9213
Synthesis of Substituted Oxazolo[4,5-b]pyridine Derivatives

Valérie Grumel, Jean-Yves Mérour,* and Gérald Guillaumet

*Institut de Chimie Organique et Analytique, UMR CNRS 6005, BP 6759, Universitá d'Orleans, Rue de Chartres, 45067 Orleans Cedex 2, France

Abstract

Synthesis of new functionnalized oxazolo[4,5-b]pyridines was described. 5-Bromo-3-hydroxy-2-aminopyridine was heated, in the presence of PPSE or PPA, with 4-cyanobenzoic acid, (4-piperidinyl)acetic or propanoic acid to afford 1,3-oxazolo derivatives. Introduction of a carboxylic acid moiety on the pyridine framework was carried out using Heck reaction. The basic moiety, also required for GPIIb/GPIIIa antagonism, was generated by guanylation.