3-ethenyl-4-(2-hydroxyphenyl)-2-(4-methyl-1-piperazinyl)quinoline

• 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: 3-ethenyl-4-(2-hydroxyphenyl)-2-(4-methyl-1-piperazinyl)quinoline
• 英文别名: 2-[2-(4-Methyl-piperazin-1-yl)-3-vinyl-quinolin-4-yl]-phenol；2-[3-ethenyl-2-(4-methylpiperazin-1-yl)quinolin-4-yl]phenol
• 化学式: C₂₂H₂₃N₃O
• 分子量: 345.444
• InChiKey: BAKDXMMCKCBAPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  39.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 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 5.91h， 生成 3-ethenyl-4-(2-hydroxyphenyl)-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

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.