4-Hydroxy-2-quinolones. 154. Pyrimidin-2-ylamides of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. Synthesis, structure, and properties

被引：5
|
作者：
Ukrainets, I. V. [1 ]
Tkach, A. A. [1 ]
Grinevich, L. A. [1 ]
Turov, A. V. [2 ]
Bevz, O. V. [1 ]
机构：
[1] Natl Univ Pharm, UA-61002 Kharkov, Ukraine
[2] Taras Shevchenko Natl Univ, UA-01033 Kiev, Ukraine
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2009年 / 45卷 / 05期
关键词：
2-aminopyrimidine; 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamides; bromination; antitubercular activity; X-ray structural analysis; PYRIMIDINE; INHIBITORS; ISSUES; POTENT;
D O I：
10.1007/s10593-009-0297-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of a series of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids pyrimidin-2-ylamides has been carried out with the aim of subsequent microbiological investigation. In acetic acid it was found that these compounds are brominated by 1 equivalent of bromine at position 5 of the pyrimidine ring. The only exception is the 1-allyl derivative which undergoes heterocyclization under these conditions to give 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinoline-4-carboxylic acid pyrimidin-2-ylamide. The results of a study of the antitubercular activity of the synthesized compounds are presented.
引用
收藏
页码：567 / 579
页数：13
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