3-chloro-N-(4-bromo-3-methylphenyl)propionamide | 188592-61-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-N-(4-bromo-3-methylphenyl)propionamide
• 英文别名: Propanamide, N-(4-bromo-3-methylphenyl)-3-chloro-；N-(4-bromo-3-methylphenyl)-3-chloropropanamide
• CAS: 188592-61-2
• 化学式: C₁₀H₁₁BrClNO
• 分子量: 276.56
• InChiKey: LSEPKATWIXCPMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-N-(4-bromo-3-methylphenyl)propionamide 在 palladium diacetate 、 三(2-呋喃基)膦 、 2,4-滴二甲胺盐 、 铜 、 锌 、 三氯氧磷 、 三溴氧磷 作用下， 反应 29.08h， 生成 methyl (R)-α-t-butoxycarbonylamino-6-bromo-3-diethylphosphonomethyl-7-methyl-2-quinolinepropionate
  参考文献：
  名称：

  Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid

  摘要：

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e
• 作为产物：
  描述：

  4-溴-3-甲基苯胺 、 3-氯丙酰氯 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以95%的产率得到3-chloro-N-(4-bromo-3-methylphenyl)propionamide
  参考文献：
  名称：

  Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid

  摘要：

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e

文献信息

• Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid
  作者：Britt-Marie Swahn、Fredrik Andersson、Benjamin Pelcman、Johan Söderberg、Alf Claesson

  DOI：10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e

  日期：1997.3

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.