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Azaindole derivatives

XLIII. Synthesis of 1-acetyl-4-methyl-7-azatryptamine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It is shown that it is possible to synthesize 1-acyl-4-methyl-7-azatryptamines from ethyl (4-methyl-7-aza-3-indolyl)acetate through 3-(β-chloroethyl)-4-methyl-7-azaindole with subsequent acylation by replacement of halogen by a nitro group and reduction. The N-acetyl group is cleaved in the reaction of 1-acetyl-3-(β-chloroethyl)-4-methyl-7-azaindole with ammonia, bis (dimethylmethoxysilyl)amide potassium salt, and potassium phthalimide (with subsequent removal of the phthalimide protective group).

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Literature cited

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See [1] for communication XLII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1370–1373, October, 1973.

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Uritskaya, M.Y., Loginova, V.A. & Yakhontov, L.N. Azaindole derivatives. Chem Heterocycl Compd 9, 1240–1243 (1973). https://doi.org/10.1007/BF00477460

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  • DOI: https://doi.org/10.1007/BF00477460

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