6-methoxy-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 - 喹啉及其衍生物
• 英文名称: 6-methoxy-7-(trifluoromethyl)-9,10,11,12-tetrahydro-8H-benzo[h]cyclohepta[b][1,6]naphthyridine
• 英文别名: 2,3-Pentamethylene-4-(trifluoromethyl)-5-methoxybenzo[h][1,6]naphthyridine；19-methoxy-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: C₁₉H₁₇F₃N₂O
• 分子量: 346.352
• InChiKey: STQIMGMQLVEEBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1,1-trifluoro-4,4-dimethoxybut-3-en-2-one 在 四氢吡咯 、 三氟甲磺酸 作用下， 以 乙腈 为溶剂， 反应 42.08h， 生成 6-methoxy-7-(trifluoromethyl)-9,10,11,12-tetrahydro-8H-benzo[h]cyclohepta[b][1,6]naphthyridine
  参考文献：
  名称：

  2-Methoxy-3-trifluoroacetyl-4-quinolylamine 与醛酮缩合反应简便合成含氟嘧啶并[5,4-c]喹啉和苯并[h][1,6]萘啶

  摘要：

  2-Methoxy-3-trifluoroacetyl-4-quinolylamine 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 in the presence of pyrrolidine, exclusively gave benzo[h][1,6]naphthyridine derivatives in good to excellent yields.

  DOI：

  10.3987/com-16-13595

文献信息

• Facile and Convenient Syntheses of Fluorine-Containing Pyrimido[5,4-c]quinolines and Benzo[h][1,6]naphthyridines by Condensation Reaction of 2-Methoxy-3-trifluoroacetyl-4-quinolylamine with Aldehydes and Ketones
  作者：Etsuji Okada、Mizuki Hatakenaka

  DOI：10.3987/com-16-13595

  日期：——

  2-Methoxy-3-trifluoroacetyl-4-quinolylamine 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 in the presence of pyrrolidine, exclusively gave benzo[h][1,6]naphthyridine derivatives in good to excellent yields.