1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 5-bromopyrimidin-2-ylamide | 1198278-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 5-bromopyrimidin-2-ylamide
• 英文别名: 1-Ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 5-bromopyrimidin-2-ylamide；N-(5-bromopyrimidin-2-yl)-1-ethyl-4-hydroxy-2-oxoquinoline-3-carboxamide
• CAS: 1198278-43-1
• 化学式: C₁₆H₁₃BrN₄O₃
• 分子量: 389.208
• InChiKey: BNVZVZBHIASHJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyrimidin-2-ylamide 在 溴 、 溶剂黄146 作用下， 以40%的产率得到1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 5-bromopyrimidin-2-ylamide
  参考文献：
  名称：

  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

  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.

  DOI：

  10.1007/s10593-009-0297-4

文献信息

• 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
  作者：I. V. Ukrainets、A. A. Tkach、L. A. Grinevich、A. V. Turov、O. V. Bevz

  DOI：10.1007/s10593-009-0297-4

  日期：2009.5

  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.