Facile route to novel 2-pyridone, pyrazolo[3,4-d]-1,2,3-triazine, and pyrazolo[3,4-d]- and [1,5-a]-pyrimidine derivatives

Dawood, Kamal M. and Farag,, Ahmad M. and Kheder, Nabila A. Facile route to novel 2-pyridone, pyrazolo[3,4-d]-1,2,3-triazine, and pyrazolo[3,4-d]- and [1,5-a]-pyrimidine derivatives. ARKAT USA. pp. 165-175. ISSN 1551-7012

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Abstract

Treatment of 2-cyano-N-(2-pyridyl)acetamide (1) with hydrazonoyl chlorides 2a-e afforded aminopyrazoles 4a-e which on treatment with sodium nitrite in acetic acid furnished the pyrazolo[3,4-d]-1,2,3-triazin-4-one derivatives 8a-e. Reaction of aminopyrazoles 4c-e with triethylorthoformate in glacial acetic acid afforded pyrazolo[3,4-d]pyrimidin-4-one derivatives 10a-c. Compound 1 reacted with DMF-DMA in refluxing xylene affording a mixture of 3-(N,N-dimethylamino)propenenitrile 11 and N,1-di(pyridin-2-yl)pyridine-3-carboxamide 15 derivatives. When compound 11 was treated with hydrazine, phenylhydrazine or with 5-amino-3-phenyl-1H-pyrazole 16 in refluxing ethanol, the novel aminopyrazoles 13a,b and pyrazolo[1,5-a]pyrimidine 18 derivatives were obtained.

Item Type: Article
Subjects: Pharmacy
Divisions: College of Pharmacy > Pharmacy
Depositing User: NABILA MOHAMMED
Date Deposited: 04 Jun 2017 11:42
Last Modified: 04 Jun 2017 11:42
URI: http://eprints.kku.edu.sa/id/eprint/893

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