ethyl 6-chloro-8-fluoro-4-hydroxyquinoline-3-carboxylate

• 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: ethyl 6-chloro-8-fluoro-4-hydroxyquinoline-3-carboxylate
• 英文别名: ethyl 6-chloro-8-fluoro-4-oxo-1H-quinoline-3-carboxylate
• 化学式: C₁₂H₉ClFNO₃
• mdl: MFCD26150339
• 分子量: 269.66
• InChiKey: FKWWQXHJVQYKOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 6-chloro-8-fluoro-4-hydroxyquinoline-3-carboxylate 在 三溴化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76 %的产率得到ethyl 4-bromo-6-chloro-8-fluoroquinoline-3-carboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED 6- (PYRIMIDIN-4-YL) QUINOLINE COMPOUNDS AS CYCLIN DEPENDENT KINASE INHIBITORS
  [FR] COMPOSÉS 6-(PYRIMIDIN-4-YL) QUINOLÉIQUES SUBSTITUÉS UTILISÉS COMME INHIBITEURS DE KINASE DÉPENDANTE DES CYCLINES

  摘要：

  This disclosure provides compounds containing 6- (pyrimidin-4-yl) quinoline structure, the use thereof for selectively inhibiting the activity of CDK4, and pharmaceutical compositions comprising the compounds as treatment of various diseases including cancer.

  公开号：

  WO2023208173A1
• 作为产物：
  描述：

  4-氯-2-氟苯胺 在 diphenyl ether-biphenyl eutectic 作用下， 反应 1.5h， 生成 ethyl 6-chloro-8-fluoro-4-hydroxyquinoline-3-carboxylate
  参考文献：
  名称：

  An NMR Study of Halogenated 1,4-Dihydro-1-ethyl-4-oxoquinoline-3-carboxylates

  摘要：

  Ethyl 1,4-dihydro-1-ethyl-4-oxoquinoline-3-carboxylate and 29 of its mono-, di- and tri-fluoro and/or -chloro derivatives were synthesized and their H-1, C-13 and F-19 NMR spectra were recorded. H-1,C-13 and F-19 chemical shifts, J(HH), J(FH), J(CF) and J(FF) coupling constants are reported. The C-13 substituent chemical shift values of the chloro and fluoro substituents were calculated by linear multiple regression.

  DOI：

  10.1002/(sici)1097-458x(199611)34:11<972::aid-omr994>3.0.co;2-9