Novel Approach to the Synthesis of 3-amino-4-arylpyridin-2(1H)-one Derivatives

[Image: see text] The reaction of 4-arylidene-2-phenyloxazol-5(4H)-ones with enamines of ethyl acetoacetate gave 4-aryl-2-methyl-6-oxo-5-[(phenylcarbonyl)amino]-1,4,5,6-tetrahydropyridine-3-carboxylic acid esters, which, when heated with phosphorus oxychloride, were converted into esters of 7-aryl-5...

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Detalles Bibliográficos
Autores principales: Shuvalov, Vladislav Yu., Chernenko, Sergei А., Shatsauskas, Anton L., Samsonenko, Anna L., Dmitriev, Maksim V., Fisyuk, Alexander S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer US 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8421715/
https://www.ncbi.nlm.nih.gov/pubmed/34511628
http://dx.doi.org/10.1007/s10593-021-02980-w
Descripción
Sumario:[Image: see text] The reaction of 4-arylidene-2-phenyloxazol-5(4H)-ones with enamines of ethyl acetoacetate gave 4-aryl-2-methyl-6-oxo-5-[(phenylcarbonyl)amino]-1,4,5,6-tetrahydropyridine-3-carboxylic acid esters, which, when heated with phosphorus oxychloride, were converted into esters of 7-aryl-5-methyl-2-phenyloxazolo[5,4-b]pyridine-6-carboxylic acids. Alkaline hydrolysis of these compounds gave 4-aryl-2-methyl-6-oxo-5-[(phenylcarbonyl)amino]-1,6-dihydropyridine-3-carboxylic acid esters. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s10593-021-02980-w.

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