Synthesis of new 1-(3,4-dimethylphenyl)-1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one derivatives


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Abstract

New substituted pyrazolo[3,4-d]pyrimidin-4-ones have been synthesized as a result of a series of transformations including hydrolysis of ethyl 5-amino-1H-pyrazole-4-carboxylates, cyclization of the carboxylic acids thus obtained to pyrazolo[3,4-d][1,3]oxazin-4(1H)-ones, and treatment of the latter with substituted anilines. The final pyrazolo[3,4-d]pyrimidin-4-one derivatives can also be synthesized from 5-(arylamido)-1H-pyrazole-4-carboxylic acids in the presence of a catalytic amount of anhydrous zinc(II) chloride.

About the authors

M. E. Zhidkov

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

A. V. Kutkin

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

E. N. Fetisova

State Research Institute of Organic Chemistry and Technology

Author for correspondence.
Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

D. M. Zverev

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

N. V. Zaraeva

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

V. V. Gorokhov

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

O. V. Chubarova

State Research Institute of Organic Chemistry and Technology

Email: dir@gosniiokht.ru
Russian Federation, sh. Entuziastov 23, Moscow, 111024

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