1-(4-(N,N-dimethylamino)methylphenyl)-7-azaindole | 1196079-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-(N,N-dimethylamino)methylphenyl)-7-azaindole
• 英文别名: N,N-dimethyl-1-(4-pyrrolo[2,3-b]pyridin-1-ylphenyl)methanamine
• CAS: 1196079-55-6
• 化学式: C₁₆H₁₇N₃
• 分子量: 251.331
• InChiKey: NYHVJHFWDJMUAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-2-bromo-3-(2-bromovinyl)pyridine 、 4-(二甲基氨甲基)苯胺 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以91%的产率得到1-(4-(N,N-dimethylamino)methylphenyl)-7-azaindole
  参考文献：
  名称：

  Palladium-catalysed tandem alkenyl- and aryl-C–N bond formation: a cascade N-annulation route to 1-functionalised 7-azaindoles

  摘要：

  A series of 3-(2-haloalkenyl)-2-pyridyl-halides undergo consecutive palladium-catalysed inter- and intramolecular amination reactions to deliver a series of 1-functionalised 7-azaindoles. Anilines and amines can be readily employed as the N-nucleophile and incorporation of both electron-donating and electron withdrawing substituents on the pyridine core is possible. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.046

文献信息

• Palladium-catalysed tandem alkenyl- and aryl-C–N bond formation: a cascade N-annulation route to 1-functionalised 7-azaindoles
  作者：Roy C. Hodgkinson、Jurgen Schulz、Michael C. Willis

  DOI：10.1016/j.tet.2009.08.046

  日期：2009.10

  A series of 3-(2-haloalkenyl)-2-pyridyl-halides undergo consecutive palladium-catalysed inter- and intramolecular amination reactions to deliver a series of 1-functionalised 7-azaindoles. Anilines and amines can be readily employed as the N-nucleophile and incorporation of both electron-donating and electron withdrawing substituents on the pyridine core is possible. (C) 2009 Elsevier Ltd. All rights reserved.