Abstract
6-Functionalized 7-R-4,7-dihydro[1,2,4]azolo[1,5-a]pyrimidines (R = H or Me) were synthesized by Biginelli-like reaction of formaldehyde or acetaldehyde, aminoazoles, and corresponding β-dicarbonyl precursor. Alkylation of the obtained compounds proceeds smoothly at position 4, while oxidation leads to 7-R-[1,2,4]azolo[1,5-a]pyrimidines formation. 6-Ethoxycarbonyl derivatives could be reduced to the corresponding alcohols by LiAlH4 and hydrolyzed to the acids.
GRAPHICAL ABSTRACT
Acknowledgments
We thank V. I. Musatov, V. V. Vashchenko, E. V. Vashchenko (STC “Institute for Single Crystals” NAS of Ukraine) and Enamine Ltd. for spectroscopic measurements and A. Yu. Lyapunov (A. V. Bogatsky Physico-Chemical Institute NAS of Ukraine) for fruitful discussion.