Open Access Open Access  Restricted Access Subscription Access

FACILE AND EFFICIENT SYNTHESIS OF A NEW CLASS OF PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES via ONE-POT MULTICOMPONENT REACTIONS

A. El-Mekabaty, A. Hasel
Cover Image

Abstract


A novel multicomponent synthesis of highly substituted pyrazolo[1,5-a]pyrimidine derivatives starting from simple and readily available reactants is described. Threecomponent 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.

How to Cite
El-Mekabaty, A.; Hasel, A. M.Chem. Heterocycl. Compd. 2015, 50, 1608. [Khim. Geterotsikl. Soedin. 2014, 1749.]

For this article in the English edition see DOI 10.1007/s10593-014-1630-0


Keywords


pyrazole; pyrazolo[1,5-a]pyrimidines; triethyl orthoformate; thiazole, three-component synthesis

Full Text: PDF Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv