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Synthesis of new 4-oxo-1,2,3,4-tetrahydropyrazolo[5,1-с][1,2,4]triazines

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Abstract

Alkylation of 7-amino-3-tert-butyl-4-oxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazine-8-carbonitrile led to N1-substituted derivative, which upon treatment with NaH and MeI in DMF was converted to 1-benzyl-3-tert-butyl-7-dimethylamino-4-oxo-1,4-dihydropyrazolo-[5,1-c][1,2,4]triazine-8-carbonitrile. The latter reacted with Grignard reagents to give high yields of new 3-tert-butyl-3-R-4-oxo-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazines (R = Alk, Ph). The reaction course and conditions were studied, and spectral characteristics of the products are discussed.

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Authors and Affiliations

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

    S. M. Ivanov, L. A. Rodinovskaya & A. M. Shestopalov

  2. Southwestern State University, 94 ul. 50 let Oktyabrya, 305040, Kursk, Russian Federation

    L. M. Mironovich

Authors
  1. S. M. Ivanov
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  2. L. M. Mironovich
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  3. L. A. Rodinovskaya
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  4. A. M. Shestopalov
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Correspondence to S. M. Ivanov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1487–1491, August, 2018.

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Ivanov, S.M., Mironovich, L.M., Rodinovskaya, L.A. et al. Synthesis of new 4-oxo-1,2,3,4-tetrahydropyrazolo[5,1-с][1,2,4]triazines. Russ Chem Bull 67, 1487–1491 (2018). https://doi.org/10.1007/s11172-018-2244-y

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  • DOI: https://doi.org/10.1007/s11172-018-2244-y

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