Selective Synthesis of 1-Substituted 4-Chloropyrazolo[3,4-d]pyrimidines

被引：14
作者：
Babu, Suresh [1 ]
Morrill, Christie [1 ]
Almstead, Neil G. [1 ]
Moon, Young-Choon [1 ]
机构：
[1] PTC Therapeut Inc, South Plainfield, NJ 07080 USA
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 08期
关键词：
POTENT; INHIBITORS;
D O I：
10.1021/ol4005382
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Strategies for carrying out the reaction of 4,6-dichloropyrimidine-5-carboxaldehyde with various hydrazines to generate 1-substituted 4-chloropyrazolo[3,4-d]pyrimidines in a selective and high-yielding manner are presented. For aromatic hydrazines, the reaction is performed in the absence of an external base, which promotes exclusive hydrazone formation. The hydrazones subsequently cyclize at an elevated temperature to form the desired pyrazolo[3,4-d]pyrimidine products. For aliphatic hydrazines, the reaction sequence proceeds as a single step in the presence of an external base.
引用
收藏
页码：1882 / 1885
页数：4
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