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SYNTHESIS OF SUBSTITUTED PYRAZOLO[3,4-d]PYRIMIDINES BY REACTIONS OF 5-AMINO-1-PHENYL-1Н-PYRAZOLE DERIVATIVES WITH N-SUBSTITUTED ISATINS

Евгения А. Кошелева, Светлана М. Медведева, Хидмет С. Шихалиев, Федор И. Зубков, Елена А. Рыжкова, Михаил А. Презент
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Abstract


The reaction of N-substituted isatins with 5-amino-1-phenyl-1Н-pyrazole-4-carboxamide in refluxing methanol in the presence of excess sodium methoxide led to cyclocondensation with the formation of 1-R-1'-phenyl-1',7'-dihydrospiro[indole-3,6'-pyrazolo[3,4-d]pyrimidine]-2,4'(1H,5'H)-diones. Analogous reaction with 5-amino-1-phenyl-1Н-pyrazole-4-carbonitrile was a cascade process that involved the formation of 1-R-4'-(methoxy)-1'-phenyl-1',7'-dihydrospiro[indole-3,6'-pyrazolo[3,4-d]pyrimidine]-2(1H)-ones as intermediates and led to N-R-2-[4-(methoxy)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl]anilines.

Authors: Yevgeniya A. Kosheleva, Svetlana M. Medvedeva, Khidmet S. Shikhaliev*, Fedor I. Zubkov, Elena A. Ryzhkova, Mikhail A. Prezent


Keywords


о-aminonitriles; 5-aminopyrazole derivatives; pyrazolo[3,4-d]pyrimidines; spiro[indole-3,6'-pyrazolo[3,4-d]pyrimidines]; N-substituted isatins

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