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Alkylation of allopurinol and inosine with dimethylformamide dimethylacetal or diethylacetal

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The alkylation of allopurinol and inosine with dimethylformamide (DMF) dimethylacetal and diethylacetal was studied. Allopurinol is alkylated in both the pyrazole and pyrimidine rings. 1,5- and 2,5-Dimethyl derivatives are formed in the case of methylation. 1,5- and 2,5-Diethyl derivatives, as well as 1-ethyl-4-ethoxypyrazolo[3,4-d]pyrimidine, were obtained in the ethylation of allopurinol. The yields of the 1,5-substituted compounds are highest in both cases. The alkylation of inosine with DMF diethylacetal takes place in the 1 and 6 positions.

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Authors and Affiliations

  1. All-Union Oncological Science Center, Academy of Medical Sciences of the USSR, 115478, Moscow

    Yu. N. Bulychev & M. N. Preobrazhenskaya

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  1. Yu. N. Bulychev
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  2. M. N. Preobrazhenskaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1526–1531, November, 1988.

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Bulychev, Y.N., Preobrazhenskaya, M.N. Alkylation of allopurinol and inosine with dimethylformamide dimethylacetal or diethylacetal. Chem Heterocycl Compd 24, 1265–1270 (1988). https://doi.org/10.1007/BF00633508

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  • DOI: https://doi.org/10.1007/BF00633508

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