Synthesis of 2-Substituted 2, 6-Dihydro-3-hydroxy-7H-pyrazolo [4, 3-d] pyrimidin-7-ones

2-Substituted 2, 6-dihydro-3-hydroxy-7H-pyrazolo [4, 3-d] pyrimidin-7-ones bearing a methyl, phenyl, p-tolyl, m-tolyl or p-chlorophenyl group at the 2-position were synthesized by the reduction of ethyl 4-nitroso-5-hydroxy-1H-pyrazole-3-carboxylates and subsequent condensation of the resulting ethyl...

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Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 31; no. 4; pp. 1228 - 1234
Main Authors OCHI, HISAO, MIYASAKA, TADASHI
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 01.01.1983
Japan Science and Technology Agency
Subjects
oxalacetate hydrazone
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Summary:2-Substituted 2, 6-dihydro-3-hydroxy-7H-pyrazolo [4, 3-d] pyrimidin-7-ones bearing a methyl, phenyl, p-tolyl, m-tolyl or p-chlorophenyl group at the 2-position were synthesized by the reduction of ethyl 4-nitroso-5-hydroxy-1H-pyrazole-3-carboxylates and subsequent condensation of the resulting ethyl 4-amino-5-hydroxy-1H-pyrazole-3-carboxylates with formamide. Ethyl 4-nitroso-5-hydroxy-1H-pyrazole-3-carboxylates were prepared by nitrosation of ethyl 5-hydroxy-1H-pyrazole-3-carboxylates, which were derived from diethyl oxalacetate and monosubstituted hydrazines such as methyl-, phenyl-, p-tolyl-, m-tolyl-, and p-chlorophenylhydrazines.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.31.1228