3-(benzylamino)-1-(3,4-dichlorophenyl)propan-1-one hydrochloride | 1235445-82-5

• 英文名称: 3-(benzylamino)-1-(3,4-dichlorophenyl)propan-1-one hydrochloride
• CAS: 1235445-82-5
• 化学式: C₁₆H₁₅Cl₂NO*ClH
• 分子量: 344.668
• InChiKey: KZTZVBVVQKGBFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(benzylamino)-1-(3,4-dichlorophenyl)propan-1-one hydrochloride 在 sodium ethanolate 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl 1-benzyl-4-(3,4-dichlorophenyl)-3-(iodomethyl)-2-oxo-1,2,3,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Development of a New Synthesis for the Large-Scale Preparation of Triple Reuptake Inhibitor (−)-GSK1360707

  摘要：

  The triple reuptake inhibitor, GSK1360707, was synthesized via an efficient, scalable route, which features a vinyl triflate Suzuki coupling followed by a single-step, double alkylative cyclopropanation with a dihalomethane. Also, a mechanistic understanding of the Suzuki reaction (as it relates to the control of a polychlorinated biphenyl impurity) is discussed.

  DOI：

  10.1021/op100139f
• 作为产物：
  描述：

  聚合甲醛 、 苄胺 、 3,4-二氯苯乙酮 在 盐酸 作用下， 以76%的产率得到3-(benzylamino)-1-(3,4-dichlorophenyl)propan-1-one hydrochloride
  参考文献：
  名称：

  Development of a New Synthesis for the Large-Scale Preparation of Triple Reuptake Inhibitor (−)-GSK1360707

  摘要：

  The triple reuptake inhibitor, GSK1360707, was synthesized via an efficient, scalable route, which features a vinyl triflate Suzuki coupling followed by a single-step, double alkylative cyclopropanation with a dihalomethane. Also, a mechanistic understanding of the Suzuki reaction (as it relates to the control of a polychlorinated biphenyl impurity) is discussed.

  DOI：

  10.1021/op100139f