6-amino-5-(phenylethynyl)-3-pyridinecarbonitrile | 1204435-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-amino-5-(phenylethynyl)-3-pyridinecarbonitrile
• 英文别名: 6-Amino-5-(2-phenylethynyl)pyridine-3-carbonitrile
• CAS: 1204435-57-3
• 化学式: C₁₄H₉N₃
• 分子量: 219.246
• InChiKey: JYPAHMIGPFHQDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-amino-5-(phenylethynyl)-3-pyridinecarbonitrile 在 水 、 碳酸氢钠 作用下， 反应 1.5h， 生成 6-amino-5-(phenylethynyl)-3-pyridinecarboxylic acid
  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
• 作为产物：
  描述：

  苯乙炔 、 alkaline earth salt of/the/ methylsulfuric acid 在 四氢吡咯 作用下， 以66%的产率得到6-amino-5-(phenylethynyl)-3-pyridinecarbonitrile
  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