7-(trifluoromethyl)-9,10,11,12-tetrahydro-8H-benzo[h]cyclohepta[b][1,6]naphthyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-(trifluoromethyl)-9,10,11,12-tetrahydro-8H-benzo[h]cyclohepta[b][1,6]naphthyridine
• 英文别名: 7-(Trifluoromethyl)-9,10,11,12-tetrahydro-5,13-diaza-8H-cyclohepta[b]phenanthrene；2-(trifluoromethyl)-10,18-diazatetracyclo[9.8.0.03,9.012,17]nonadeca-1,3(9),10,12,14,16,18-heptaene
• 化学式: C₁₈H₁₅F₃N₂
• 分子量: 316.326
• InChiKey: VEHRANISWYXXCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-dimethyl-3-trifluoroacetyl-4-quinolylamine 在 ammonium hydroxide 作用下， 以 乙腈 为溶剂， 反应 96.0h， 生成 7-(trifluoromethyl)-9,10,11,12-tetrahydro-8H-benzo[h]cyclohepta[b][1,6]naphthyridine
  参考文献：
  名称：

  Efficient Syntheses of Fluorine-Containing Pyrimido[5,4-c]quinolines and Benzo[h][1,6]naphthyridines by Condensation Reactions of 3-Trifluoro-acetylquinolin-4-amine with Aldehydes and Ketones

  摘要：

  3-Trifluoroacetylquinolin-4-amine reacted easily with various aldehydes in the presence of aqueous ammonia to afford mainly trifluoromethylated pyrimido[5,4-c]quinoline derivatives in moderate to high yields. In contrast, the use of ketones instead of aldehydes under almost the same conditions, mostly gave benzo[h][1,6]naphthyridine derivatives in excellent combined yields.

  DOI：

  10.3987/com-14-13070

文献信息

• Efficient Syntheses of Fluorine-Containing Pyrimido[5,4-c]quinolines and Benzo[h][1,6]naphthyridines by Condensation Reactions of 3-Trifluoro-acetylquinolin-4-amine with Aldehydes and Ketones
  作者：Etsuji Okada、Mizuki Hatakenaka、Shiro Nakano、Takushi Sakaemura、Takashi Mori、Terukazu Terauchi

  DOI：10.3987/com-14-13070

  日期：——

  3-Trifluoroacetylquinolin-4-amine reacted easily with various aldehydes in the presence of aqueous ammonia to afford mainly trifluoromethylated pyrimido[5,4-c]quinoline derivatives in moderate to high yields. In contrast, the use of ketones instead of aldehydes under almost the same conditions, mostly gave benzo[h][1,6]naphthyridine derivatives in excellent combined yields.