3-(3-bromo-4,7-dichloroquinolin-6-yl)-N,N-dimethylbenzeneamine | 1032816-47-9

• 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: 3-(3-bromo-4,7-dichloroquinolin-6-yl)-N,N-dimethylbenzeneamine
• 英文别名: 3-(3-bromo-4,7-dichloroquinolin-6-yl)-N,N-dimethylaniline
• CAS: 1032816-47-9
• 化学式: C₁₇H₁₃BrCl₂N₂
• 分子量: 396.114
• InChiKey: GUMNVEMUIYXAJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-bromo-4,7-dichloroquinolin-6-yl)-N,N-dimethylbenzeneamine 、 4-甲苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以66%的产率得到3-[4,7-dichloro-3-(4-methylphenyl)quinolin-6-yl]-N,N-dimethylaniline
  参考文献：
  名称：

  Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions

  摘要：

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.040
• 作为产物：
  描述：

  3-(二甲基氨基)苯硼酸 、 3-bromo-4,7-dichloro-6-iodoquinoline 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以78%的产率得到3-(3-bromo-4,7-dichloroquinolin-6-yl)-N,N-dimethylbenzeneamine
  参考文献：
  名称：

  Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions

  摘要：

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.040

文献信息

• Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions
  作者：M. Brad Nolt、Zhijian Zhao、Scott E. Wolkenberg

  DOI：10.1016/j.tetlet.2008.03.040

  日期：2008.5

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.