5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)-4H-pyrano[2,3-b]pyridin-4-one | 540743-14-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: 5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)-4H-pyrano[2,3-b]pyridin-4-one
• 英文别名: 5,7-Dimethyl-2-(1,1,2,2-tetrafluoroethyl)pyrano[2,3-b]pyridin-4-one
• CAS: 540743-14-4
• 化学式: C₁₂H₉F₄NO₂
• 分子量: 275.203
• InChiKey: AKMQXGAWIXMZKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙二胺 、 5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)-4H-pyrano[2,3-b]pyridin-4-one 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以52%的产率得到4,6-Dimethyl-3-[7-(1,1,2,2-tetrafluoro-ethyl)-3,4-dihydro-2H-[1,4]diazepin-5-yl]-1H-pyridin-2-one
  参考文献：
  名称：

  摘要：

  On treatment with ammonia, primary amines, and pyrrolidine, 5,7-dimethyl-2-trifluoromethyl-8-azachromone undergoes ring opening to give beta-aminovinyl ketones. The reactions with morpholine and piperidine proceed as addition to give 2-morpholino- and 2-piperidino-8-azachromanones. With ethylene diamine, diethylenetriamines, hydrazine hydrate, and hydroxylamine, this compound reacts similarly to 2-polyfluoroalkylchromones, yielding CF3-containing dihydrodiazepines, pyrazoles, and isoxazoles,with a 2-pyridone substituent.

  DOI：

  10.1023/a:1026000619881
• 作为产物：
  描述：

  1-(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)-4,4,5,5-tetrafluoropentane-1,3-dione 在 硫酸 作用下， 以87%的产率得到5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)-4H-pyrano[2,3-b]pyridin-4-one
  参考文献：
  名称：

  The first synthesis of 8-aza-2-polyfluoroalkylchromones

  摘要：

  The condensation of 3-acetyl-4,6-dimethyl-2-pyridone with RFCO2Et in the presence of LiH in dioxane affords corresponding R-F-containing beta-diketones, whose dehydration under the action of conc. H2SO4 gives 8-aza-5,7-dimethyl-2-polyfluoroalkylchromones. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00280-4

文献信息

• The first synthesis of 8-aza-2-polyfluoroalkylchromones
  作者：Vyacheslav Ya. Sosnovskikh、Mikhail A. Barabanov

  DOI：10.1016/s0022-1139(02)00280-4

  日期：2003.3

  The condensation of 3-acetyl-4,6-dimethyl-2-pyridone with RFCO2Et in the presence of LiH in dioxane affords corresponding R-F-containing beta-diketones, whose dehydration under the action of conc. H2SO4 gives 8-aza-5,7-dimethyl-2-polyfluoroalkylchromones. (C) 2002 Elsevier Science B.V. All rights reserved.
• ——
  作者：V. Ya. Sosnovskikh、M. A. Barabanov、B. I. Usachev

  DOI：10.1023/a:1026000619881

  日期：——

  On treatment with ammonia, primary amines, and pyrrolidine, 5,7-dimethyl-2-trifluoromethyl-8-azachromone undergoes ring opening to give beta-aminovinyl ketones. The reactions with morpholine and piperidine proceed as addition to give 2-morpholino- and 2-piperidino-8-azachromanones. With ethylene diamine, diethylenetriamines, hydrazine hydrate, and hydroxylamine, this compound reacts similarly to 2-polyfluoroalkylchromones, yielding CF3-containing dihydrodiazepines, pyrazoles, and isoxazoles,with a 2-pyridone substituent.