N-苄基-N-甲基-1H-吡咯并[2,3-b]吡啶-4-胺 | 920962-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: N-苄基-N-甲基-1H-吡咯并[2,3-b]吡啶-4-胺
• 英文名称: N-benzyl-N-methyl-1H-pyrrolo[2,3-b]pyridin-4-amine
• CAS: 920962-57-8
• 化学式: C₁₅H₁₅N₃
• 分子量: 237.304
• InChiKey: FTQVHYAUAVPTOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  31.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基苄胺 、 4-氯-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96%的产率得到N-苄基-N-甲基-1H-吡咯并[2,3-b]吡啶-4-胺
  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

• HETEROCYCLIC JANUS KINASE 3 INHIBITORS
  申请人：Inoue Takayuki

  公开号：US20090264399A1

  公开（公告）日：2009-10-22

  The invention relates to compound of the formula (I) or its salt, wherein —R 1 , —R 2 , —R 3 , —R 4 , —R 5 , -M-, —X— and —Y═ are as defined in the description, their use of as, medicament, the process for their preparation and use for the treatment of JAK3 mediated diseases.

  本发明涉及公式（I）的化合物或其盐，其中-R1，-R2，-R3，-R4，-R5，-M-，-X-和-Y═如描述中所定义，它们的用途作为药物，制备它们的过程以及用于治疗JAK3介导的疾病的用途。
• Heterocyclic Janus kinase 3 inhibitors
  申请人：Astellas Pharma Inc.

  公开号：EP2251341A1

  公开（公告）日：2010-11-17

  The invention relates to compound of the formula (I) or its salt, wherein -R1, -R2, -R3, -R4, -R5, -M-, -X- and -Y= are as defined in the description, their use of as medicament, the process for their preparation and use for the treatment of JAK3 mediated diseases.

  本发明涉及式 (I) 的化合物或其盐，其中 -R1、-R2、-R3、-R4、-R5、-M-、-X- 和 -Y= 如描述中所定义；本发明还涉及其作为药物的用途、制备工艺以及用于治疗 JAK3 介导的疾病。
• US8163767B2
  申请人：——

  公开号：US8163767B2

  公开（公告）日：2012-04-24
• 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