ethyl 2,5-dihydro-1-(4-methoxyphenyl)-2,5-dioxo-1H-indeno[1,2-b]pyridine-4-carboxylate | 1598409-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 2,5-dihydro-1-(4-methoxyphenyl)-2,5-dioxo-1H-indeno[1,2-b]pyridine-4-carboxylate
• CAS: 1598409-87-0
• 化学式: C₂₂H₁₇NO₅
• 分子量: 375.381
• InChiKey: SPKCEZZWKCZYIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 甲氧苯胺 、 丁炔二酸二乙酯 在 sodium dodecyl-sulfate 、 L-脯氨酸 作用下， 以 水 为溶剂， 反应 15.0h， 以75%的产率得到ethyl 2,5-dihydro-1-(4-methoxyphenyl)-2,5-dioxo-1H-indeno[1,2-b]pyridine-4-carboxylate
  参考文献：
  名称：

  l-Proline catalyzed expeditious multicomponent protocol for the synthesis of fused N-substituted-2-pyridone derivatives in aqueous medium

  摘要：

  N-substituted-2-pyridone derivatives have many pharmaceutical properties. In our research, we have developed an efficient, green, and multicomponent protocol to synthesize such new fused N-substituted-2-pyridone derivatives. Optimum reaction condition was obtained by employing L-proline as an organocatalyst in aqueous SDS solution at 100 degrees C. Various 1,3-diketones, including indane 1,3-dione with a range of aromatic and aliphatic amines were utilized to synthesize fused 2-pyridone derivatives. The isolation of a reaction intermediate confirmed our proposed mechanism. Water as a reaction medium improved the scope of the reaction methodology to a large extent. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.123