Facile and Efficient Synthesis of a New Class of Pyrazolo[1,5-a]Pyrimidine Derivatives Via One-Pot Multicomponent Reactions

被引:6
|
作者
El-Mekabaty, A. [1 ]
Hasel, A. M. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Mansoura 35516, Egypt
关键词
pyrazole; pyrazolo[1,5-a]pyrimidines; thiazole; triethyl orthoformate; three-component synthesis;
D O I
10.1007/s10593-014-1630-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel multicomponent synthesis of highly substituted pyrazolo[1,5-a]pyrimidine derivatives starting from simple and readily available reactants is described. Three-component condensation of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with triethyl orthoformate and carbonyl compounds or nitriles containing an activated methylene group gave substituted pyrazolo[1,5-a]pyrimidines. An analogous reaction of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with ethyl acetoacetate and benzaldehyde in an effective one-pot process furnished ethyl 2-amino-5-methyl-7-phenyl-3-(thiazol-2-yldiazenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate.
引用
收藏
页码:1608 / 1615
页数:8
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