A chemoselective aniline-chloropyrimidine coupling in a competing electrophilic environment

被引:27
作者
Choudhury, Anusuya [1 ]
Chen, Hongfeng [1 ]
Nilsen, Christopher N. [1 ]
Sorgi, Kirk L. [1 ]
机构
[1] LLC, Johnson & Johnson Pharmaceut Res & Dev, Chem Dev, Raritan, NJ 08869 USA
关键词
Acid catalyzed coupling; Chloropyrimidine; Diaminopyrimidines;
D O I
10.1016/j.tetlet.2007.11.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly chemoselective substitution on 4-amino-6-chloropyrimidine ring system having a competing aldehyde functionality has been realized with anilines which produces 4, 6-diaminopyrimidine-5-carbaldehyde in high yield. The reaction may involve the intermediacy of imines. A variety of aromatic amines participate in this reaction successfully to generate diaminopyrimidine aldehydes in moderate to high yield. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:102 / 105
页数:4
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