2-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile | 1027784-96-8

• 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-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
• CAS: 1027784-96-8
• 化学式: C₁₄H₉N₃
• 分子量: 219.246
• InChiKey: YBTMCZUJPRZRLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 、 4-叔丁氧羰基氨基哌啶 以 溶剂黄146 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  WO2008/60907

  摘要：

  公开号：
• 作为产物：
  描述：

  6-amino-5-(phenylethynyl)-3-pyridinecarbonitrile 在 potassium chloride 、 水 作用下， 反应 1.5h， 以45%的产率得到2-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Microwave-assisted synthesis of indole- and azaindole-derivatives in water via cycloisomerization of 2-alkynylanilines and alkynylpyridinamines promoted by amines or catalytic amounts of neutral or basic salts

  摘要：

  An efficient methodology is described and exploited for the preparation of differently substituted indoles and azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, which is promoted by catalytic amounts of neutral or basic salts or by stoichiometric weak organic bases. Good to high yields in the cyclization can be achieved for a variety of 2-amino (hetero)aryl alkynes. Reactions are run without any added metal catalyst. A comparison with the cycloisomerization conducted under conventional heating is also described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.083

文献信息

• Microwave-assisted synthesis of 7-azaindoles <i>via</i> iron-catalyzed cyclization of an <i>o</i>-haloaromatic amine with terminal alkynes
  作者：Yi Le、Zhisong Yang、Yumei Chen、Dongmei Chen、Longjia Yan、Zhenchao Wang、Guiping Ouyang

  DOI：10.1039/c9ra08742g

  日期：——

  o-haloaromatic amine and corresponding terminal alkynes under microwave irradiation and the scope was demonstrated with a number of examples. The valuable features of this procedure included the iron-catalyzed cyclization, short reaction times and convenient operation. Furthermore, iron catalysis is an interesting alternative to homogeneous catalysis for the synthesis of heterocycles.

  开发了一种有效且实用的方法来制备 7-氮杂吲哚，该方法从邻卤代芳族胺和相应的末端炔烃开始，在微波照射下进行，并通过多个示例证明了其范围。该过程的有价值的特点包括铁催化环化、反应时间短和操作方便。此外，铁催化是一种有趣的替代均相催化合成杂环的方法。
• NOVEL KINASE INHIBITORS
  申请人：Bhide Rajeev S.

  公开号：US20100041636A1

  公开（公告）日：2010-02-18

  The present invention provides compounds of Formula (I), and pharmaceutically acceptable salts thereof. The Formula (I) compounds inhibit the tyrosine kinase activity of growth factor receptors such as VEGFR-2, FGFR-1 and IGFR-1, thereby making them useful as anti-cancer agents. The formula (I) compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

  本发明提供公式（I）的化合物及其药学上可接受的盐。公式（I）的化合物抑制生长因子受体的酪氨酸激酶活性，如VEGFR-2、FGFR-1和IGFR-1，因此使它们有用作抗癌剂。公式（I）的化合物也适用于治疗通过生长因子受体操作的信号转导途径所涉及的其他疾病。
• Kinase inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：US08148361B2

  公开（公告）日：2012-04-03

  The present invention provides compounds of Formula (I), and pharmaceutically acceptable salts thereof. The Formula (I) compounds inhibit the tyrosine kinase activity of growth factor receptors such as VEGFR-2, FGFR-1 and IGFR-1, thereby making them useful as anti-cancer agents. The formula (I) compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

  本发明提供了公式(I)的化合物及其药学上可接受的盐。公式(I)化合物可以抑制生长因子受体如VEGFR-2，FGFR-1和IGFR-1的酪氨酸激酶活性，因此它们可用作抗癌剂。公式(I)化合物也可用于治疗与通过生长因子受体操作的信号转导途径相关的其他疾病。
• Pyrrolo-pyridine kinase inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：EP2081928B1

  公开（公告）日：2014-02-26
• US8148361B2
  申请人：——

  公开号：US8148361B2

  公开（公告）日：2012-04-03