SYNTHESIS OF ALKYL HEXAHYDROPRAZINO-[1,2-c]PYRIMIDINE-9-CARBOXYLATES

Cyclocondensation of 3-alkoxycarbonylmethylidenepiperazin-2-ones with alpha-chlorobenzyl isocyanates gave alkyl 8-aryl-1,6-dioxo-1,3,4,6,7,8-hexahydro-2H-pyrazino[1,2-c]pyrimidine-9-carboxylates. The use of 1-aryl-2,2,2-trifluoroethyl isocyanates in an analogous cyclization gave 6-aryl-1,8-dioxo-6-t...

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Bibliographic Details
Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 47; no. 8; pp. 989 - 995
Main Authors Vovk, M. V., Kushnir, O. V., Mel'nichenko, N. V., Tsymbal, I. F.
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.10.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CONVENIENT SYNTHESIS
DRUG
pyrazino[1,2-c]pyrimidine-9-carboxylates
3-alkoxycarbonylmethylidenepiperazin-2-ones
1-aryl-2,2,2-trifluoroethyl isocyanates
ISOCYANATES
alpha-chlorobenzyl isocyanates
CENTPERAZINE
DERIVATIVES
cyclocondensation
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Summary:Cyclocondensation of 3-alkoxycarbonylmethylidenepiperazin-2-ones with alpha-chlorobenzyl isocyanates gave alkyl 8-aryl-1,6-dioxo-1,3,4,6,7,8-hexahydro-2H-pyrazino[1,2-c]pyrimidine-9-carboxylates. The use of 1-aryl-2,2,2-trifluoroethyl isocyanates in an analogous cyclization gave 6-aryl-1,8-dioxo-6-trifluoromethyl-1,3,4,6,7,8-hexahydro-2H-pyrazino[1,2-c]pyrimidine-9-carboxylates.
ISSN:0009-3122
DOI:10.1007/s10593-011-0865-2