N-(3-chloro-5-fluorophenyl)benzamide

• 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: N-(3-chloro-5-fluorophenyl)benzamide
• 化学式: C₁₃H₉ClFNO
• 分子量: 249.672
• InChiKey: LAIOYNFHMJUQHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-溴-3-氯-5-氟苯 、 苯甲酰胺 在 potassium phosphate 、 methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) 作用下， 以 1,4-二氧六环 、 水 为溶剂， 150.0 ℃ 、1.38 MPa 条件下， 反应 0.25h， 以57%的产率得到N-(3-chloro-5-fluorophenyl)benzamide
  参考文献：
  名称：

  Modular Continuous Flow Synthesis of Imatinib and Analogues

  摘要：

  A modular continuous flow synthesis of imatinib and analogues is reported. Structural y diverse imatinib analogues are rapidly generated using three readily available building blocks via a flow hydration/chemoselective C-N coupling sequence. The newly developed continuous flow hydration and amidation modules each exhibit a broad scope with good to excellent yields. Overall, the method described does not require solvent switches, in-line purifications, or packed-bed apparatuses due to the judicious manipulation of flow setups and solvent mixtures.

  DOI：

  10.1021/acs.orglett.9b02259

文献信息

• Modular Continuous Flow Synthesis of Imatinib and Analogues
  作者：Wai Chung Fu、Timothy F. Jamison

  DOI：10.1021/acs.orglett.9b02259

  日期：2019.8.2

  A modular continuous flow synthesis of imatinib and analogues is reported. Structural y diverse imatinib analogues are rapidly generated using three readily available building blocks via a flow hydration/chemoselective C-N coupling sequence. The newly developed continuous flow hydration and amidation modules each exhibit a broad scope with good to excellent yields. Overall, the method described does not require solvent switches, in-line purifications, or packed-bed apparatuses due to the judicious manipulation of flow setups and solvent mixtures.