ethyl 4-(2-fluorophenyl)quinolin-2(1H)-one-3-acetate | 151110-29-1

• 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: ethyl 4-(2-fluorophenyl)quinolin-2(1H)-one-3-acetate
• CAS: 151110-29-1
• 化学式: C₁₉H₁₆FNO₃
• 分子量: 325.339
• InChiKey: DNGUWWLHHMUMMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-fluorophenyl)quinolin-2(1H)-one-3-acetate 在 lithium aluminium tetrahydride 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 10.5h， 生成 4-(2-fluorophenyl)-3-(2-hydroxyethyl)-2-(4-methyl-1-piperazinyl)quinoline
  参考文献：
  名称：

  Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand

  摘要：

  Two synthetic routes to the achievement of the title compound are described. The [1]benzoxepino[4,5-c]quinoline nucleus was prepared by nucleophilic aromatic fluoride displacement-cyclization and functionalized with N-methylpiperazine moiety. Alternatively the oxepino ring closure is shifted as the final step. An oxepine ring cleavage occurred in compounds (9) and (3); a mechanistical interpretation is proposed.

  DOI：

  10.3987/com-92-6276
• 作为产物：
  描述：

  ethyl 2-(2-fluorobenzoyl)succinanilate 在 potassium tert-butylate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 1.17h， 生成 ethyl 4-(2-fluorophenyl)quinolin-2(1H)-one-3-acetate
  参考文献：
  名称：

  Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand

  摘要：

  Two synthetic routes to the achievement of the title compound are described. The [1]benzoxepino[4,5-c]quinoline nucleus was prepared by nucleophilic aromatic fluoride displacement-cyclization and functionalized with N-methylpiperazine moiety. Alternatively the oxepino ring closure is shifted as the final step. An oxepine ring cleavage occurred in compounds (9) and (3); a mechanistical interpretation is proposed.

  DOI：

  10.3987/com-92-6276