THE SYNTHESIS OF NEW 5-R-AMINOAZOLO[1,5-a]PYRIMIDIN-7-ONES FROM AN N,S-ACETAL DERIVATIVE OF MELDRUM'S ACID

Abstract

A one-step method for the synthesis of new 5-aminoazolo[1,5-a]pyrimidines was developed. The use of a synthetic equivalent of carbonyl dielectrophile based on Meldrum's acid made it possible to introduce a substituted amino group into position 5 of azolo[1,5-a]pyrimidines without the use of severe conditions and palladium catalysts. The tolerance of the reaction to various substituents was also investigated. Based on the isolated intermediates, a reaction mechanism of the process was proposed. Moreover, the possibility of synthesizing analogs of biologically active molecules based on the obtained compounds was demonstrated.

Authors: Daniil N. Lyapustin*, Irina V. Marusich, Dilya F. Fayzullina,
Evgeny N. Ulomsky, Anatoly I. Matern, Vladimir L. Rusinov