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Synthesis of 4-aminopyrazolo[3,4-d]pyrimidine derivatives from 5-acetyl-6-amino-4-methylsulfanyl- or 5-acetyl-6-amino-4-methylsulfonylpyrimidines

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Abstract

Diacetyl ketene N,S-acetal was used for the synthesis of 5-acetyl-6-amino-4-methylsulfanylpyrimidines substituted at the exocyclic nitrogen atom, which were further oxidized with m-chloroperbenzoic acid to the corresponding methylsulfonylpyrimidines. Reactions of hydrazines with these pyrimidines containing vicinal Ac and MeS (or MeSO2) groups were used for the preparation of new 4-aminopyrazolo[3,4-d]pyrimidine derivatives.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. V. Komkov, V. A. Voronkova, A. S. Shashkov & V. A. Dorokhov

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  1. A. V. Komkov
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  2. V. A. Voronkova
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  3. A. S. Shashkov
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  4. V. A. Dorokhov
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Correspondence to A. V. Komkov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 330–340, February, 2012.

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Komkov, A.V., Voronkova, V.A., Shashkov, A.S. et al. Synthesis of 4-aminopyrazolo[3,4-d]pyrimidine derivatives from 5-acetyl-6-amino-4-methylsulfanyl- or 5-acetyl-6-amino-4-methylsulfonylpyrimidines. Russ Chem Bull 61, 332–342 (2012). https://doi.org/10.1007/s11172-012-0046-1

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  • DOI: https://doi.org/10.1007/s11172-012-0046-1

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