3-(trifluoromethyl)-1-methyl-1H-pyrazolo[4,3-c]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-(trifluoromethyl)-1-methyl-1H-pyrazolo[4,3-c]quinoline
• 英文别名: 1-Methyl-3-(trifluoromethyl)-1H-pyrazolo[4,3-c]quinoline；1-methyl-3-(trifluoromethyl)pyrazolo[4,3-c]quinoline
• 化学式: C₁₂H₈F₃N₃
• 分子量: 251.211
• InChiKey: RABZQHIGDFXBPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲基肼 、 N,N-dimethyl-3-trifluoroacetyl-4-quinolylamine 以 乙腈 为溶剂， 反应 1.0h， 以67%的产率得到3-(trifluoromethyl)-2-methyl-2H-pyrazolo[4,3-c]quinoline
  参考文献：
  名称：

  Facile and Convenient Syntheses for Fluorine-Containing Pyrazolo[4,3-c]quinolines, Isoxazoloquinolines, and 1,4-Diazepino[6,5-c]quinolines

  摘要：

  N,N-Dimethyl-3-trifluoroacetyl-4-quinolylamine underwent an aromatic nucleophilic N-N exchange reaction with hydrazines followed by cyclocondensation to afford the corresponding novel fluorine-containing 1H- and 2H-pyrazolo[4,3-c]quinolines in good to high yields. This reaction could be extended to the synthesis of novel CF3-containing isoxazoloquinolines using hydroxylamine. Furthermore, the use of 1,2-ethylenediamine and 1,2-phenylenediamines gave the corresponding fluorine-containing 1,4-diazepino[6,5-c]quinoline derivatives in high yields.

  DOI：

  10.3987/com-14-s(k)76

文献信息

• Facile and Convenient Syntheses for Fluorine-Containing Pyrazolo[4,3-c]quinolines, Isoxazoloquinolines, and 1,4-Diazepino[6,5-c]quinolines
  作者：Etsuji Okada、Mizuki Hatakenaka、Takushi Sakaemura

  DOI：10.3987/com-14-s(k)76

  日期：——

  N,N-Dimethyl-3-trifluoroacetyl-4-quinolylamine underwent an aromatic nucleophilic N-N exchange reaction with hydrazines followed by cyclocondensation to afford the corresponding novel fluorine-containing 1H- and 2H-pyrazolo[4,3-c]quinolines in good to high yields. This reaction could be extended to the synthesis of novel CF3-containing isoxazoloquinolines using hydroxylamine. Furthermore, the use of 1,2-ethylenediamine and 1,2-phenylenediamines gave the corresponding fluorine-containing 1,4-diazepino[6,5-c]quinoline derivatives in high yields.