1-氟-8-甲氧基-4-苯基-3H-吡唑并[3,4-c]喹啉 | 1009565-54-1

• 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
• 中文名称: 1-氟-8-甲氧基-4-苯基-3H-吡唑并[3,4-c]喹啉
• 英文名称: 1-fluoro-8-methoxy-4-phenyl-3H-pyrazolo[3,4-c]quinoline
• 英文别名: 1-fluoro-8-methoxy-4-phenyl-2H-pyrazolo[3,4-c]quinoline
• CAS: 1009565-54-1
• 化学式: C₁₇H₁₂FN₃O
• 分子量: 293.3
• InChiKey: PQGGCIKESFVYMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-fluoro-6-methoxy-2-phenyl-4-(trifluoromethyl)quinoline 在 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以68%的产率得到1-氟-8-甲氧基-4-苯基-3H-吡唑并[3,4-c]喹啉
  参考文献：
  名称：

  One-Pot Synthesis of 3-Fluoro-4-(trifluoromethyl)quinolines from Pentafluoropropen-2-ol and Their Molecular Modification

  摘要：

  Pentafluoropropen-2-ol (PFP) was prepared by the reaction of hexafluoroacetone (HFA) with Mg/TMSCl. The one-pot tandem sequential reactions of PFP via Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization afforded the title quinolines. A variety of corresponding 3-substituted quinolines were derived from the title quinoline by nucleophilic substitution of 3-fluorine with nucleophiles. A defluorinative transformation of the 4-trifluoromethyl group of the title quinoline with hydrazine afforded pyrazoloquinoline.

  DOI：

  10.1021/jo702568z

文献信息

• One-Pot Synthesis of 3-Fluoro-4-(trifluoromethyl)quinolines from Pentafluoropropen-2-ol and Their Molecular Modification
  作者：Tsuyoshi Hosokawa、Akemi Matsumura、Toshimasa Katagiri、Kenji Uneyama

  DOI：10.1021/jo702568z

  日期：2008.2.1

  Pentafluoropropen-2-ol (PFP) was prepared by the reaction of hexafluoroacetone (HFA) with Mg/TMSCl. The one-pot tandem sequential reactions of PFP via Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization afforded the title quinolines. A variety of corresponding 3-substituted quinolines were derived from the title quinoline by nucleophilic substitution of 3-fluorine with nucleophiles. A defluorinative transformation of the 4-trifluoromethyl group of the title quinoline with hydrazine afforded pyrazoloquinoline.