A synthesis of 6-functionalized 7-unsubstituted- and 7-methyl[1,2,4]azolo[1,5-a]pyrimidine derivatives |
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| Authors: | Maksim A Kolosov Elena H Shvets Dmitriy A Manuenkov Olesia G Kulyk Alexander V Mazepa Valeriy D Orlov |
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| Institution: | 1. Department of organic chemistry, School of Chemistry, V. N. Karazin Kharkiv National University, Kharkiv, Ukraine;2. A. V. Bogatsky Physico-Chemical Institute, National Academy of Sciences, Odessa, Ukraine |
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| Abstract: | 6-Functionalized 7-R-4,7-dihydro1,2,4]azolo1,5-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]azolo1,5-a]pyrimidines formation. 6-Ethoxycarbonyl derivatives could be reduced to the corresponding alcohols by LiAlH4 and hydrolyzed to the acids. |
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| Keywords: | Alkylation Biginelli-like reaction building blocks oxidation reduction 4 7-dihydro[1 2 4]azolo[1 5-a]pyrimidines |
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