Single-step syntheses of 2-amino-7-chlorothiazolo [5, 4-d] pyrimidines: intermediates for bivalent thiazolopyrimidines

…, RJ Patch, C Schubert, MR Player

Index: Liu, Jian; Patch, Raymond J.; Schubert, Carsten; Player, Mark R. Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10194 - 10197

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Citation Number: 17

Abstract

A single-step process for the preparation of 2-amino-7-chlorothiazolo [5, 4-d] pyrimidines, 2, was achieved by the reaction of the commercially available 4, 6-dichloro-5-aminopyrimidine 1 with isothiocyanates. This mild reaction accommodates a variety of functionalized isothiocyanates and proceeds in good to excellent yields. The utility of such intermediates is exemplified by subsequent reaction with alkyl or arylamine nucleophiles to afford novel, ...