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

被引:28
|
作者
Liu, J [1 ]
Patch, RJ [1 ]
Schubert, C [1 ]
Player, MR [1 ]
机构
[1] Johnson & Johnson Pharmaceut Res & Dev LLC, Drug Discovery, Cranbury, NJ 08512 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 24期
关键词
D O I
10.1021/jo0517702
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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, differentially functionalized 2,7-diaminothiazolo[5,4-d]pyrimidines, 3.
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页码:10194 / 10197
页数:4
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