2-(2-acetoxyethyl)amino-5-bromo-6-methyl-4-chloropyrimidine | 1235476-81-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(2-acetoxyethyl)amino-5-bromo-6-methyl-4-chloropyrimidine
• 英文别名: 2-[(5-bromo-4-chloro-6-methylpyrimidin-2-yl)amino]ethyl acetate
• CAS: 1235476-81-9
• 化学式: C₉H₁₁BrClN₃O₂
• 分子量: 308.562
• InChiKey: STBZQIXYFMXMQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-acetoxyethyl)amino-5-bromo-6-methyl-4-chloropyrimidine 、 苯胺 以45%的产率得到2-(2-acetoxyethyl)amino-5-bromo-6-methyl-4-phenylaminopyrimidine hydrochloride
  参考文献：
  名称：

  Effect of halogen atom localization on the level of antimycobacterial activity of 2-amino-4-arylamino-6-methylpyrimidines

  摘要：

  Several hydrochlorides of 2-alkyl(cycloalkyl, aralkyl)-5-bromo-6-methyl-4-phenylaminopyrimidines have been synthesized as isosteric analogs of the corresponding 2-alkyl(cycloalkyl, aralkyl)-4-(3-bromophenyl)amino-6-methylpyrimidine hydrochlorides. Moving the bromine atom from the benzene ring into the heterocycle is accompanied by a significant decrease in the level of antimycobacterial activity.

  DOI：

  10.1134/s1070363210040237
• 作为产物：
  描述：

  2-(4-chloro-6-methylpyrimidin-2-yl)aminoethyl acetate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 1.0h， 以43%的产率得到2-(2-acetoxyethyl)amino-5-bromo-6-methyl-4-chloropyrimidine
  参考文献：
  名称：

  Effect of halogen atom localization on the level of antimycobacterial activity of 2-amino-4-arylamino-6-methylpyrimidines

  摘要：

  Several hydrochlorides of 2-alkyl(cycloalkyl, aralkyl)-5-bromo-6-methyl-4-phenylaminopyrimidines have been synthesized as isosteric analogs of the corresponding 2-alkyl(cycloalkyl, aralkyl)-4-(3-bromophenyl)amino-6-methylpyrimidine hydrochlorides. Moving the bromine atom from the benzene ring into the heterocycle is accompanied by a significant decrease in the level of antimycobacterial activity.

  DOI：

  10.1134/s1070363210040237