1-(2-pyridin-2-ylethynyl-quinolin-3-yl)-ethanone | 852435-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-pyridin-2-ylethynyl-quinolin-3-yl)-ethanone
• 英文别名: 1-[2-(2-Pyridin-2-ylethynyl)quinolin-3-yl]ethanone
• CAS: 852435-10-0
• 化学式: C₁₈H₁₂N₂O
• 分子量: 272.306
• InChiKey: KDCVGJAEXWXZSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-pyridin-2-ylethynyl-quinolin-3-yl)-ethanone 、 四氢吡咯 在 aluminum oxide 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  An Efficient and Simple Aminobenzannulation Reaction:  Pyrrolidine as a Trigger for the Synthesis of 1-Amino-acridines

  摘要：

  A new aminobenzannulation methodology has been developed and applied successfully to the synthesis of 1-amino-acridines. The key and last step goes through an enamine intermediate that was detected in some cases. When pyrrolidine and powdered 4 angstrom molecular sieves were used, the enamine synthesis and the aminobenzannulation step took place subsequently, whereas for other secondary amines, neutral Al2O3 or PtCl2 catalysis was necessary.

  DOI：

  10.1021/ol050380z
• 作为产物：
  描述：

  1-(2-(pyridin-2-yl)ethynyl-quinolin-3-yl)-ethanol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.75h， 以75%的产率得到1-(2-pyridin-2-ylethynyl-quinolin-3-yl)-ethanone
  参考文献：
  名称：

  An Efficient and Simple Aminobenzannulation Reaction:  Pyrrolidine as a Trigger for the Synthesis of 1-Amino-acridines

  摘要：

  A new aminobenzannulation methodology has been developed and applied successfully to the synthesis of 1-amino-acridines. The key and last step goes through an enamine intermediate that was detected in some cases. When pyrrolidine and powdered 4 angstrom molecular sieves were used, the enamine synthesis and the aminobenzannulation step took place subsequently, whereas for other secondary amines, neutral Al2O3 or PtCl2 catalysis was necessary.

  DOI：

  10.1021/ol050380z