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A simple synthesis of 1Н-pyrazolo[3,4-b]pyridines

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Chemistry of Heterocyclic Compounds Aims and scope

3-Acetyl-4,6-diaryl-2-methylaminopyridines were synthesized via rearrangement of quaternary 4,6-diaryl-3-cyano-2-methylpyridinium salts. Annulation of the pyrazole ring of pyrazolo[3,4-b]pyridines was achieved by N-nitrosation of the methylamino group of the pyridine and reduction of N-nitroso group to the hydrazine group with simultaneous intramolecular closure of the pyrazole ring.

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Figure 1.
Scheme 1
Scheme 2
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Acknowledgement

The work was supported by the Russian Foundation for Basic Research and the Ministry of Education of the Omsk Region (grant 16-43-550144p_a).

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Authors and Affiliations

  1. F. M. Dostoevskii Omsk State University, 55а Mir Ave, Omsk, 644077, Russia

    Ekaterina E. Sizova, Evgenii V. Arshinov, Yana A. Kotsareva, Larisa V. Glizdinskaya & Galina P. Sagitullina

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  1. Ekaterina E. Sizova
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  2. Evgenii V. Arshinov
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  3. Yana A. Kotsareva
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  4. Larisa V. Glizdinskaya
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  5. Galina P. Sagitullina
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Correspondence to Galina P. Sagitullina.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(9), 1026–1032

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Sizova, E.E., Arshinov, E.V., Kotsareva, Y.A. et al. A simple synthesis of 1Н-pyrazolo[3,4-b]pyridines. Chem Heterocycl Comp 53, 1026–1032 (2017). https://doi.org/10.1007/s10593-017-2165-y

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