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Three-Component Condencations of 3-Amino-1,2,4-triazoles, Methyl 3-(2-Cycloamino-4-methylpyrimidin-5-yl)-3-oxopropionoates, and a Series of C1 Synthons as a Convenient Approach to Pyrimidin-5-yl-1,2,4-triazolo[1,5-a]pyrimidines

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Abstract

A convenient synthetic approach to polysubstituted dihydrogenated or heteroaromatic 1,2,4-triazolo[1,5-a]pyrimidines derivatives containing at position 5 a 4-methylpyrimidine moiety bearing a cycloamino substituent at position 2 and linked to the triazolopyrimidine bicycle through its position 5 was developed. The approach involves unusual three-component condensations of 3-amino-1,2,4-triazoles, methyl 3-(2-R-4-methylpyrimidin-5-yl)-3-oxopropionates, and a series of C1 synthons whose synthetic equivalents are a series of aromatic aldehydes, triethyl orthoformate, or DMFDMA were used as of C1 synthons.

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Funding

The study was carried out with a grant from the Russian Science Foundation (project no. 18-74-10097).

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Authors and Affiliations

  1. Voronezh State University, 394006, Voronezh, Russia

    A. Yu. Potapov, V. A. Polikarchuk, I. V. Ledeneva, N. V. Stolpovskaya & Kh. S. Shikhaliev

  2. Belgorod National Research University, 308015, Belgorod, Russia

    B. V. Paponov

  3. Research Institute of Applied Acoustics, 141981, Dubna, Russia

    D. V. Kryl’skii

Authors
  1. A. Yu. Potapov
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  2. V. A. Polikarchuk
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  3. B. V. Paponov
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  4. I. V. Ledeneva
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  5. N. V. Stolpovskaya
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  6. D. V. Kryl’skii
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  7. Kh. S. Shikhaliev
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Correspondence to A. Yu. Potapov.

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Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 2, pp. 259–267 https://doi.org/10.31857/S0514749221020129.

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Potapov, A.Y., Polikarchuk, V.A., Paponov, B.V. et al. Three-Component Condencations of 3-Amino-1,2,4-triazoles, Methyl 3-(2-Cycloamino-4-methylpyrimidin-5-yl)-3-oxopropionoates, and a Series of C1 Synthons as a Convenient Approach to Pyrimidin-5-yl-1,2,4-triazolo[1,5-a]pyrimidines. Russ J Org Chem 57, 219–225 (2021). https://doi.org/10.1134/S1070428021020123

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