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

Authors

  • Даниил Н. Ляпустин Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Ирина В. Марусич Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Диля Ф. Файзуллина Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Евгений Н. Уломский Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Анатолий И. Матерн Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Владимир Л. Русинов Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002

DOI:

https://doi.org/10.1007/7191

Keywords:

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

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

Downloads

Published

2023-02-21

Issue

Vol. 59 No. 1/2 (2023)

Section

Original Papers