High Throughput Synthesis of Extended Pyrazolo[3,4-d]dihydropyrimidines

被引：11

作者：

Ryabukhin, Sergey V. ^{[1
,2
]}

Granat, Dmitry S. ^{[2
]}

Plaskon, Andrey S. ^{[2
]}

Shivanyuk, Alexander N. ^{[1
,3
]}

Tolmachev, Andrey A. ^{[4
]}

Volovenko, Yulian M. ^{[2
]}

机构：

[1] Kyiv Natl Taras Shevchenko Univ, Inst High Technol, UA-03187 Kiev, Ukraine

[2] Kyiv Natl Taras Shevchenko Univ, Dept Chem, UA-01601 Kiev, Ukraine

[3] Natl Acad Med Sci, Inst Pharmacol & Toxicol, UA-03680 Kiev, Ukraine

[4] Enamine Ltd, UA-01103 Kiev, Ukraine

来源：

ACS COMBINATORIAL SCIENCE | 2012年 / 14卷 / 08期

关键词：

aldehydes; aminopyrazoles; dihydropyrimidines; chlorotrimethylsilane; high throughput synthesis; BIGINELLI REACTION; PYRAZOLO<3,4-D>PYRIMIDINE DERIVATIVES; CHLOROTRIMETHYLSILANE; INHIBITORS; DISCOVERY; SYNTHONS;

D O I：

10.1021/co300063x

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Thirteen 5-hetarylaminopyrazoles were synthesized in 62-93% yield through the arylation of 1-isopropyl- and 1-phenyl-5-aminopyrazoles with electrophilic hetarylhalides under optimized conditions. Condensation of 5-hetarylaminopyrazoles with carbonyl compounds facilitated by AcOH or Me3SiCl furnished 23 pyrazolo[3,4-d]dihydropyrimidines in 69-86% yield. The target compounds were isolated through simple crystallization. The scope and limitation of the method are discussed.

引用

页码：465 / 470

页数：6

共 24 条

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