4-Hydroxy-2-quinolones. 154*. Pyrimidin- 2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydro- quinoline-3-carboxylic acids. synthesis, structure, and properties

被引：0
作者：
I. V. Ukrainets
A. A. Tkach
L. A. Grinevich
A. V. Turov
O. V. Bevz
机构：
[1] National University of Pharmacy,
[2] Taras Shevchenko National University,undefined
来源：
Chemistry of Heterocyclic Compounds | 2009年 / 45卷
关键词：
2-aminopyrimidine; 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamides; bromina-tion; antitubercular activity; X-ray structural analysis;
D O I：
暂无
中图分类号：
学科分类号：
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：12
相关论文
共 50 条
[41]   4-Hydroxy-2-quinolones. 56*. 4-(adamant-1-yl)thiazolyl-2-amides of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids as potential antitubercular agents [J].
Ukrainets I.V. ;
Amer M. ;
Bezuglyi P.A. ;
Gorokhova O.V. ;
Sidorenko L.V. ;
Turov A.V. .
Chemistry of Heterocyclic Compounds, 2002, 38 (05) :571-575
[42]   4-Hydroxy-2-quinolones 121. Synthesis and biological properties of 1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-ij]quinoline-2-carboxylic acid alkylamides [J].
Ukrainets I.V. ;
Bereznyakova N.L. ;
Mospanova E.V. .
Chemistry of Heterocyclic Compounds, 2007, 43 (7) :856-862
[43]   4-hydroxy-2-quinolones. 108. N-R-amides of 9-fluoro-1-hydroxy-5-methyl-3- oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid and their antitubercular activity [J].
Ukrainets I.V. ;
Sidorenko L.V. ;
Gorokhova O.V. ;
Shishkin O.V. ;
Turov A.V. .
Chemistry of Heterocyclic Compounds, 2006, 42 (9) :1208-1222
[44]   4-Hydroxy-2-quinolones 148. Synthesis and antitubercular activity of 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-R-amides [J].
I. V. Ukrainets ;
A. A. Tkach ;
L. A. Grinevich .
Chemistry of Heterocyclic Compounds, 2008, 44
[45]   4-Hydroxy-2-quinolones 126. 1-Hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1- ij]quinoline-2-carboxylic acid hydrazide and its derivatives [J].
Ukrainets I.V. ;
Tkach A.A. ;
Mospanova E.V. ;
Svechnikova E.N. .
Chemistry of Heterocyclic Compounds, 2007, 43 (08) :1014-1019
[46]   4-Hydroxy-2-Quinolones. 233*. Synthesis and Diuretic Activity of 9-Bromo-7-Hydroxy-5-Oxo-2,3-Dihydro-1H,5H-Pyrido[3,2,1-ij]Quinoline-6-Carboxylic Acid Anilides [J].
Ukrainets, I. V. ;
Golik, N. Yu. ;
Chernenok, I. N. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (09) :1323-1330
[47]   4-Hydroxy-2-Quinolones. 233*. Synthesis and Diuretic Activity of 9-Bromo-7-Hydroxy-5-Oxo-2,3-Dihydro-1H,5H-Pyrido[3,2,1-ij]Quinoline-6-Carboxylic Acid Anilides [J].
I. V. Ukrainets ;
N. Yu. Golik ;
I. N. Chernenok .
Chemistry of Heterocyclic Compounds, 2013, 49 :1323-1330
[48]   4-Hydroxy-2-quinolones 150*. Efficient synthesis, structure, and biological activities of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid alkyl amides [J].
I. V. Ukrainets ;
N. L. Bereznyakova ;
V. A. Parshikov ;
O. V. Gorokhova .
Chemistry of Heterocyclic Compounds, 2008, 44 :1493-1499
[49]   4-Hydroxy-2-quinolones. 220*. Bromination of ethyl 7-hydroxy-5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylate [J].
I. V. Ukrainets ;
N. Yu. Golik ;
I. N. Chernenok ;
S. V. Shishkina ;
V. A. Parshikov .
Chemistry of Heterocyclic Compounds, 2013, 48 :1665-1669
[50]   4-HYDROXY-2-QUINOLONES 148. SYNTHESIS AND ANTI-TUBERCULAR ACTIVITY OF 1-HYDROXY-3-OXO-6,7-DIHYDRO-3H,5H-PYRIDO[3,2,1-ij]QUINOLINE-2-CARBOXYLIC ACID N-R-AMIDES [J].
Ukrainets, I. V. ;
Tkach, A. A. ;
Grinevich, L. A. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (08) :956-966
12345