SYNTHESIS OF 6(PYRROLYL)-AZOLO[1,5-A]PYRIMIDINE-7-AMINES BY THE CLAUSION–KAAS METHOD

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Abstract

In this work, the synthesis of pyrrole derivatives based on azolo[1,5-a]pyrimidines (AP) using the Clauson–Kaas methodology is reported for the first time. It was found that within the series of azolo[1,5-a]- pyrimidine-6,7-diamines, the amino group at the 6-position reacts selectively. The developed method enables the synthesis of 6-(pyrrolyl)-[1,2,4]-azolo[1,5-a]pyrimidine-7-amines with yields of 64–85% and a high degree of purity. The reaction pathway is confirmed by NMR spectroscopy and X-ray structural analysis. The obtained results significantly expand the scope of azolopyrimidine modifications, opening new prospects for the targeted synthesis of functionalized derivatives.

About the authors

V. V. Fedotov

Ural Federal University named after the first President of Russia B.N. Yeltsin

Email: viktor.fedotov@urfu.ru
ul. Mira, 19, Ekaterinburg, 620062 Russia

S. V. Aminov

Ural Federal University named after the first President of Russia B.N. Yeltsin

ul. Mira, 19, Ekaterinburg, 620062 Russia

A. O. Neimash

Ural Federal University named after the first President of Russia B.N. Yeltsin

ul. Mira, 19, Ekaterinburg, 620062 Russia

D. A. Gazizov

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

ul. Sofii Kovalevsko, 22/20, Ekaterinburg, 620066 Russia

A. S. Kultyshev

Ural Federal University named after the first President of Russia B.N. Yeltsin

ul. Mira, 19, Ekaterinburg, 620062 Russia

O. S. Eltsov

Ural Federal University named after the first President of Russia B.N. Yeltsin

ul. Mira, 19, Ekaterinburg, 620062 Russia

P. A. Slepukhin

Ural Federal University named after the first President of Russia B.N. Yeltsin; Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

ul. Mira, 19, Ekaterinburg, 620062 Russia; ul. Sofii Kovalevsko, 22/20, Ekaterinburg, 620066 Russia

E. N. Ulomsky

Ural Federal University named after the first President of Russia B.N. Yeltsin; Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

ul. Mira, 19, Ekaterinburg, 620062 Russia; ul. Sofii Kovalevsko, 22/20, Ekaterinburg, 620066 Russia

V. L. Rusinov

Ural Federal University named after the first President of Russia B.N. Yeltsin; Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

ul. Mira, 19, Ekaterinburg, 620062 Russia; ul. Sofii Kovalevsko, 22/20, Ekaterinburg, 620066 Russia

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