2-(2-aminopyridin-4-yl)-3-(3-chloro-4-fluorophenyl)-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile | 1150542-85-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-aminopyridin-4-yl)-3-(3-chloro-4-fluorophenyl)-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile
• CAS: 1150542-85-0
• 化学式: C₁₉H₁₁ClFN₅
• 分子量: 363.781
• InChiKey: PQCPYSVTVBSQJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基吡啶-4-硼酸 、 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 2-(2-aminopyridin-4-yl)-3-(3-chloro-4-fluorophenyl)-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Syntheses of novel 2,3-diaryl-substituted 5-cyano-4-azaindoles exhibiting c-Met inhibition activity

  摘要：

  Herein we report the syntheses of 2,3-diaryl-substituted pyrrolo[3,2-b]pyridine-5-carbonitriles via a one-pot 5-endo-dig-cyclization/protection reaction followed by palladium catalyzed arylation. In addition, a complementary synthesis route employing Larock methodology is applied to efficiently explore further aryl moieties in the 2-position. The novel compounds' expedient c-Met receptor tyrosine kinase inhibition activity is discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.069

文献信息

• AZAINDOLE DERIVATIVES
  申请人：Heinrich Timo

  公开号：US20110207732A1

  公开（公告）日：2011-08-25

  Compounds of the formula (I), in which X 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 and R 4 have the meanings indicated in Claim 1 , are inhibitors of tyrosine kinases, in particular Met kinase, and can be employed, inter alia, for the treatment of tumours.

  式(I)的化合物，其中X1、X2、X3、X4、R1、R2、R3和R4具有权利要求1所示的含义，是酪氨酸激酶的抑制剂，特别是Met激酶的抑制剂，可以用于治疗肿瘤等疾病。
• Syntheses of novel 2,3-diaryl-substituted 5-cyano-4-azaindoles exhibiting c-Met inhibition activity
  作者：Hannes Koolman、Timo Heinrich、Henning Böttcher、Wilfried Rautenberg、Michael Reggelin

  DOI：10.1016/j.bmcl.2009.02.069

  日期：2009.4

  Herein we report the syntheses of 2,3-diaryl-substituted pyrrolo[3,2-b]pyridine-5-carbonitriles via a one-pot 5-endo-dig-cyclization/protection reaction followed by palladium catalyzed arylation. In addition, a complementary synthesis route employing Larock methodology is applied to efficiently explore further aryl moieties in the 2-position. The novel compounds' expedient c-Met receptor tyrosine kinase inhibition activity is discussed. (C) 2009 Elsevier Ltd. All rights reserved.