Novel Synthesis of 5-Amino-3-bromo-1-(tert-butyl)-1H-pyrazole-4-carbonitrile: A Versatile Intermediate for the Preparation of 5-Amino-3-aryl-1-(tert-butyl)-1H-pyrazole-4-carboxamides

被引：11
|
作者：
Bobko, Mark A. [1 ]
Kaura, Arun C. [1 ]
Evans, Karen A. [1 ]
Su, Dai-Shi [1 ]
机构：
[1] GlaxoSmithKline, Canc Res, Prot Dynam Discovery Performance Unit, Collegeville, PA 19426 USA
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 15期
关键词：
PYRAZOLES;
D O I：
10.1021/ol301655f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple, novel, and efficient route for the synthesis of 5-amino-3-aryl-1-(tert-butyl)-1H-pyrazole-4-carboxamides 1 has been devised. Preparation of pyrazole bromide 3 from potassium tricyanomethanide can be accomplished in only two steps in good yield and features a selective Sandmeyer reaction on the corresponding diaminopyrazole. This allows for a more versatile synthesis of 5-amino-3-aryl-1-(tert-butyl)-1H-pyrazole-4-carboxamides 1 than was previously possible.
引用
收藏
页码：3906 / 3908
页数：3
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