7-fluoro-2-methyl-5-(2-pyridyl)-8-trifluoromethyl-1,6-naphthyridin-4(1H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 7-fluoro-2-methyl-5-(2-pyridyl)-8-trifluoromethyl-1,6-naphthyridin-4(1H)-one
• 英文别名: 7-fluoro-2-methyl-5-pyridin-2-yl-8-(trifluoromethyl)-1H-1,6-naphthyridin-4-one
• 化学式: C₁₅H₉F₄N₃O
• 分子量: 323.25
• InChiKey: SKOYYAAZTRKWON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氰基吡啶 在 hexacarbonyl molybdenum sodium hydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 为溶剂， 反应 54.0h， 生成 7-fluoro-2-methyl-5-(2-pyridyl)-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

文献信息

• Novel Synthesis of 7-Fluoro-8-(trifluoromethyl)- 1<i>H</i>-1,6-naphthyridin-4-one Derivatives:  Intermolecular Cyclization of an <i>N</i>-Silyl-1-azaallyl Anion with Perfluoroalkene and Subsequent Intramolecular Skeletal Transformation of the Resulting Pentasubstituted Pyridines
  作者：Hiroyuki Suzuki、Norio Sakai、Ryohei Iwahara、Takayuki Fujiwaka、Mitsunobu Satoh、Akikazu Kakehi、Takeo Konakahara

  DOI：10.1021/jo070564m

  日期：2007.7.1

  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.