6-bromo-4,7-dichloro-3-(3,5-dimethylphenyl)quinoline | 1032816-44-6

• 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: 6-bromo-4,7-dichloro-3-(3,5-dimethylphenyl)quinoline
• 英文别名: 6-Bromo-4,7-dichloro-3-(3,5-dimethylphenyl)quinoline
• CAS: 1032816-44-6
• 化学式: C₁₇H₁₂BrCl₂N
• 分子量: 381.099
• InChiKey: RTACFTGKZWUWBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-bromo-4,7-dichloro-3-(3,5-dimethylphenyl)quinoline 、 3-氨基甲酰基苯硼酸 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27%的产率得到3-[4,7-Dichloro-3-(3,5-dimethylphenyl)quinolin-6-yl]benzamide
  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：

  6-bromo-4,7-dichloro-3-iodoquinoline 、 3,5-二甲基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以73%的产率得到6-bromo-4,7-dichloro-3-(3,5-dimethylphenyl)quinoline
  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.