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Azaindole derivatives. 66. 1,6-disubstituted 4-methyl-5-cyano-7-azaindolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A general method was developed for the synthesis of 1,6-disubstituted 4-methyl-5-cyano-7-azalndolines from the readily available ammonium salt of 2,6-dihydroxy-3-(β-hydroxyethyl)-4-methyl-5-cyanopyridine through the corresponding N-substituted ammonium salts and N-substituted 2-amino-3-(β-hydroxyethyl)-4-methyl-5-cyano-6-hydroxypyridines with treatment of the latter by POCl3. This method gives a 40% yield of 4-methyl-5-cyano-7-azaindoline compounds containing various aralkyl or alkyl substituents at N-1 and a hydroxy group or halogen atom at C-6 in three steps.

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Literature cited

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For Communication 65, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 84–88, January, 1985.

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Sycheva, T.V., Yakhontov, L.N. Azaindole derivatives. 66. 1,6-disubstituted 4-methyl-5-cyano-7-azaindolines. Chem Heterocycl Compd 21, 68–72 (1985). https://doi.org/10.1007/BF00505904

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  • DOI: https://doi.org/10.1007/BF00505904

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