2-(4-(1H-pyrrolo[2,3-b]pyridin-5-yl)piperazin-1-yl)benzonitrile | 1248587-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-(1H-pyrrolo[2,3-b]pyridin-5-yl)piperazin-1-yl)benzonitrile
• 英文别名: 2-[4-(1H-pyrrolo[2,3-b]pyridin-5-yl)piperazin-1-yl]benzonitrile
• CAS: 1248587-64-5
• 化学式: C₁₈H₁₇N₅
• 分子量: 303.366
• InChiKey: IENQZDAJDGUQLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(2-苯甲腈)哌嗪 、 5-溴-7-氮杂吲哚 在 RuPhos palladacycle 、 lithium hexamethyldisilazane 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以94%的产率得到2-(4-(1H-pyrrolo[2,3-b]pyridin-5-yl)piperazin-1-yl)benzonitrile
  参考文献：
  名称：

  Palladium-Catalyzed Amination of Unprotected Halo-7-azaindoles

  摘要：

  Simple and efficient procedures for the Pd-catalyzed cross-coupling of primary and secondary amines with halo-7-azaindoles(pyrrolo[2,3-b]pyridine) are presented. Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole N-H. Using palladium precatalysts recently reported by our group, such reactions are easily accomplished under mild conditions that can be applied to cross-coupling reactions with a wide array of aliphatic and aromatic amines

  DOI：

  10.1021/ol101928m

文献信息

• Palladium-Catalyzed Amination of Unprotected Halo-7-azaindoles
  作者：Jaclyn L. Henderson、Sarah M. McDermott、Stephen L. Buchwald

  DOI：10.1021/ol101928m

  日期：2010.10.15

  Simple and efficient procedures for the Pd-catalyzed cross-coupling of primary and secondary amines with halo-7-azaindoles(pyrrolo[2,3-b]pyridine) are presented. Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole N-H. Using palladium precatalysts recently reported by our group, such reactions are easily accomplished under mild conditions that can be applied to cross-coupling reactions with a wide array of aliphatic and aromatic amines