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Reaction of 2-alkylthio-6-amino-pyrimidin-4(3H)-ones with ethyl bromopyruvate. Synthesis of furo-[2,3-d]-pyrimidine and furo[3,2-e]imidazo-[1,2-c]pyrimidine carboxylates

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Chemistry of Heterocyclic Compounds Aims and scope

Reaction of 2-alkylthio-6-aminopyrimidin-4(3H)-ones with ethyl bromopyruvate to give ethyl 2-alkyl-thio-4-aminofuro[2,3-d]pyrimidine-5-carboxylates has been shown to proceed under neutral or acidic conditions. The obtained furo[2,3-d]pyrimidines underwent further cyclocondensation reaction with ethyl bromopyruvate to afford diethyl 5-alkylthiofuro[3,2-e]imidazo[1,2-c]pyrimidine-2,9-dicarboxy-lates.

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Authors and Affiliations

  1. Vilnius University Department of Organic Chemistry, Vilnius, LT-03225, Lithuania

    V. Masevicius, G. Petraityte & S. Tumkevicius

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  1. V. Masevicius
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  2. G. Petraityte
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  3. S. Tumkevicius
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Correspondence to S. Tumkevicius.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 440–443, March, 2009.

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Masevicius, V., Petraityte, G. & Tumkevicius, S. Reaction of 2-alkylthio-6-amino-pyrimidin-4(3H)-ones with ethyl bromopyruvate. Synthesis of furo-[2,3-d]-pyrimidine and furo[3,2-e]imidazo-[1,2-c]pyrimidine carboxylates. Chem Heterocycl Comp 45, 357–360 (2009). https://doi.org/10.1007/s10593-009-0264-0

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  • DOI: https://doi.org/10.1007/s10593-009-0264-0

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