2-ethyl-6-fluoro-3-(3'-methylisoxazol-5'-yl)-4-pentafluoroethyl-5-trifluoromethylpyridine | 947328-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-6-fluoro-3-(3'-methylisoxazol-5'-yl)-4-pentafluoroethyl-5-trifluoromethylpyridine
• 英文别名: 5-[2-Ethyl-6-fluoro-4-(1,1,2,2,2-pentafluoroethyl)-5-(trifluoromethyl)pyridin-3-yl]-3-methyl-1,2-oxazole
• CAS: 947328-18-9
• 化学式: C₁₄H₉F₉N₂O
• 分子量: 392.224
• InChiKey: LWNVDQWISUFZSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-ethyl-6-fluoro-3-(3'-methylisoxazol-5'-yl)-4-pentafluoroethyl-5-trifluoromethylpyridine 在 hexacarbonyl molybdenum sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 26.0h， 生成 5-ethyl-7-fluoro-2-methyl-8-trifluoromethyl-1,6-naphthyridin-4(1H)-one
  参考文献：
  名称：

  Novel Synthesis of 7-Fluoro-8-(trifluoromethyl)- 1H-1,6-naphthyridin-4-one Derivatives:  Intermolecular Cyclization of an N-Silyl-1-azaallyl Anion with Perfluoroalkene and Subsequent Intramolecular Skeletal Transformation of the Resulting Pentasubstituted Pyridines

  摘要：

  In this study, fluorine-containing pentasubstituted pyridine derivatives 9a-m were prepared regioselectively in good yields by the intermolecular cyclization of a variety of N-silyl-1-azaallylic anion intermediates 7, which were generated from a functionalized silane 5 and an aromatic/aliphatic nitrile 6 with perfluoroalkene 8. Also, 7-fluoro-8-(trifluoromethyl)-1H-1,6-naphthyridin-4-one derivatives 11a-k were synthesized in excellent yields by the subsequent base-promoted intramolecular skeletal transformation of the resulting pyridine derivatives 10a-k.

  DOI：

  10.1021/jo070564m
• 作为产物：
  描述：

  全氟(2-甲基-2-戊烯) 、 3-methyl-5-(trimethylsilylmethyl)isoxazole 、 丙腈 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 28.0h， 以16%的产率得到2-ethyl-6-fluoro-3-(3'-methylisoxazol-5'-yl)-4-pentafluoroethyl-5-trifluoromethylpyridine
  参考文献：
  名称：

  Novel Synthesis of 7-Fluoro-8-(trifluoromethyl)- 1H-1,6-naphthyridin-4-one Derivatives:  Intermolecular Cyclization of an N-Silyl-1-azaallyl Anion with Perfluoroalkene and Subsequent Intramolecular Skeletal Transformation of the Resulting Pentasubstituted Pyridines

  摘要：

  In this study, fluorine-containing pentasubstituted pyridine derivatives 9a-m were prepared regioselectively in good yields by the intermolecular cyclization of a variety of N-silyl-1-azaallylic anion intermediates 7, which were generated from a functionalized silane 5 and an aromatic/aliphatic nitrile 6 with perfluoroalkene 8. Also, 7-fluoro-8-(trifluoromethyl)-1H-1,6-naphthyridin-4-one derivatives 11a-k were synthesized in excellent yields by the subsequent base-promoted intramolecular skeletal transformation of the resulting pyridine derivatives 10a-k.

  DOI：

  10.1021/jo070564m