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Synthesis of 7-arylmethyl-substituted derivatives of 2-amino-2-pyrrolydin-1-yl-5,6,7,8-tetrahydropyrido-[3,4-d]pyrimidine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

7-Benzyl-2-pyrrolidin-1-yl-5,6,7,8-tetrahydro-3H-pyrido[3,4-d]pyrimidin-4-one was prepared by condensation of 1-benzyl-4-ethoxycarbonyl-3-oxopiperidine with pyrrolidine-1-carboxamidine. Subsequent treatment of the product with trifluoromethansulfonyl anhydride, aqueous ammonia, and hydrogen in the presence of palladium on carbon gave 4-amino-2-pyrrolidin-1-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine in 80% yield. The given compound was used in the reductive amination of aldehydes in the synthesis of various 7-arylmethyl-substituted derivatives of 4-amino-2-pyrrolidin-1-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine.

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, 142432, Moscow Region

    A. Yu. Kuznetsov & S. V. Chapyshev

Authors
  1. A. Yu. Kuznetsov
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  2. S. V. Chapyshev
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Correspondence to S. V. Chapyshev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, 1374–1381, September, 2007.

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Kuznetsov, A.Y., Chapyshev, S.V. Synthesis of 7-arylmethyl-substituted derivatives of 2-amino-2-pyrrolydin-1-yl-5,6,7,8-tetrahydropyrido-[3,4-d]pyrimidine. Chem Heterocycl Comp 43, 1167–1173 (2007). https://doi.org/10.1007/s10593-007-0179-6

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  • DOI: https://doi.org/10.1007/s10593-007-0179-6

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