Novel approach to the synthesis of 3-amino-4-arylpyridin-2(1H)-one derivatives

被引：10
|
作者：
Shuvalov, Vladislav Yu. [1 ]
Chernenko, Sergei A. [1 ]
Shatsauskas, Anton L. [1 ]
Samsonenko, Anna L. [2 ]
Dmitriev, Maksim V. [3 ]
Fisyuk, Alexander S. [1 ,2 ]
机构：
[1] Omsk State Tech Univ, 11 Mira Ave, Omsk 644050, Russia
[2] Dostoevsky Omsk State Univ, 55A Mira Ave, Omsk 644077, Russia
[3] Perm State Univ, 15 Bukireva St, Perm 614990, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2021年 / 57卷 / 7-8期
基金：
俄罗斯基础研究基金会;
关键词：
3-amino-4-arylpyridin-2(1H)-ones; azlactones; oxazolo[5,4-b]pyridines; alkaline hydrolysis; oxidation; INHIBITORS; DESIGN;
D O I：
10.1007/s10593-021-02980-w
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：764 / 771
页数：8
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