Regioselective two step synthesis of 3-substituted 2-aminoimidazo[1,2-a]pyrimidines

被引：34

作者：

Carballares, Santiago

Cifuentes, Marta M.

Stephenson, Gregory A.

机构：

[1] Lilly SA, Dept Invest, Madrid 28108, Spain

[2] Eli Lilly & Co, Xray Crystallog, Indianapolis, IN 46285 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 11期

关键词：

D O I：

10.1016/j.tetlet.2006.11.181

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two step procedure for the regioselective synthesis of 3-substituted-2-aminoimidazo[1,2-a]pyrimidines is described. The key step is a Dimroth rearrangement of a mixture of 2 and 3-substituted aminoimidazo[1,2-a]pyrimidines that yields quantitatively one regioisomer. Reaction screening for the rearrangement step is reported. A multicomponent isocyanide based reaction is chosen as the preferred way for the synthesis of the precursors. Elucidation of regiochemistry has been done by X-ray determination of some representative compounds. (c) 2007 Elsevier Ltd. All rights reserved.

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页码：2041 / 2045

页数：5

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