6,7-dihydro-<1>benzoxepino<4,5-c>quinolin-8(9H)-one | 151080-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 6,7-dihydro-<1>benzoxepino<4,5-c>quinolin-8(9H)-one
• 英文别名: 7,9-dihydro-6H-[1]benzoxepino[4,5-c]quinolin-8-one
• CAS: 151080-37-4
• 化学式: C₁₇H₁₃NO₂
• 分子量: 263.296
• InChiKey: PFHDOIZWLMHSIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,7-dihydro-<1>benzoxepino<4,5-c>quinolin-8(9H)-one 在 三氯氧磷 作用下， 反应 0.83h， 以93%的产率得到8-Chloro-6,7-dihydro-[1]benzoxepino[4,5-c]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：

  2-氨基-2-氟苯甲酮 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 sodium hydride 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 4.75h， 生成 6,7-dihydro-<1>benzoxepino<4,5-c>quinolin-8(9H)-one
  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

文献信息

• Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand
  作者：Maurizio Anzini、Andrea Cappelli、Salvatore Vomero

  DOI：10.3987/com-92-6276

  日期：——

  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.