N-(5-bromopyrimidin-2-yl)-4-hydroxy-1-isopentyl-2-oxo-1,2-dihydroquinoline-3-carboxamide | 1198278-49-7

• 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: N-(5-bromopyrimidin-2-yl)-4-hydroxy-1-isopentyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
• CAS: 1198278-49-7
• 化学式: C₁₉H₁₉BrN₄O₃
• 分子量: 431.289
• InChiKey: WMAXMIFYUJELFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  97.11
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-氨基-5-溴嘧啶 、 1-isopentyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester 以81%的产率得到N-(5-bromopyrimidin-2-yl)-4-hydroxy-1-isopentyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
  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