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

Даниил Н. Ляпустин, Ирина В. Марусич, Диля Ф. Файзуллина, Евгений Н. Уломский, Анатолий И. Матерн, Владимир Л. Русинов
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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


Keywords


azolo[1,5-a]pyrimidines; Meldrum's acid; antitumor activity; decarboxylation; heterocyclization

Full Text: PDF (Russian) Supplementary File(s): Supplementary information (5MB)


 

 

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