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Synthesis of 2-(1-aryl-1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Alkylation of 4,6-dimethyl-2-sulfanylpyridine-3-carbonitrile with 1-aryl-5-(chloromethyl)-1H-tetrazoles yielded 2-{[(1-aryl-1H-tetrazol-5-yl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitriles, which easily cyclize by the action of bases to form 2-(1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives. The use of excess base in the alkylation step leads to direct formation of cyclized products in high yields.

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  1. Ukrainian State Chemical Technology University, 8 Gagarina Ave., Dnipro, 49005, Ukraine

    Nikolai Yu. Koltsov

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  1. Nikolai Yu. Koltsov
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Correspondence to Nikolai Yu. Koltsov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(8), 768–772

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Koltsov, N.Y. Synthesis of 2-(1-aryl-1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives. Chem Heterocycl Comp 55, 768–772 (2019). https://doi.org/10.1007/s10593-019-02533-2

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