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NOVEL APPROACH TO THE SYNTHESIS OF 3-AMINO-4-ARYLPYRIDIN-2(1H)-ONE DERIVATIVES

Владислав Ю. Шувалов, Сергей А. Черненко, Антон Л. Шацаускас, Анна Л. Самсоненко, Максим В. Дмитриев, Александр С. Фисюк
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Abstract


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.

Authors: Vladislav Yu. Shuvalov, Sergei А. Chernenko, Anton L. Shatsauskas,
Anna L. Samsonenko, Maksim V. Dmitriev, Alexander S. Fisyuk*


Keywords


3-amino-4-arylpyridin-2(1H)-ones; azlactones; oxazolo[5,4-b]pyridines; alkaline hydrolysis; oxidation

Full Text: PDF (Russian) Supplementary File(s): Supporting information (3MB)


 

 

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