3-[(2'Z)-3'-amino-1'-oxo-2'-buten-1'-yl]-6-fluoro-2-methoxymethyl-4-pentafluoroethyl-5-trifluoromethylpyridine | 947328-29-2

• 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: 3-[(2'Z)-3'-amino-1'-oxo-2'-buten-1'-yl]-6-fluoro-2-methoxymethyl-4-pentafluoroethyl-5-trifluoromethylpyridine
• 英文别名: (Z)-3-amino-1-[6-fluoro-2-(methoxymethyl)-4-(1,1,2,2,2-pentafluoroethyl)-5-(trifluoromethyl)pyridin-3-yl]but-2-en-1-one
• CAS: 947328-29-2
• 化学式: C₁₄H₁₁F₉N₂O₂
• 分子量: 410.239
• InChiKey: SJXJHELBQVSKAZ-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  3-[(2'Z)-3'-amino-1'-oxo-2'-buten-1'-yl]-6-fluoro-2-methoxymethyl-4-pentafluoroethyl-5-trifluoromethylpyridine 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以88%的产率得到7-fluoro-2-methyl-5-(methoxymethyl)-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：

  2-fluoro-5-(3'-methylisoxazol-5'-yl)-6-(methoxymethyl)-4-pentafluoroethyl-3-trifluoromethylpyridine 在 hexacarbonyl molybdenum 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以81%的产率得到3-[(2'Z)-3'-amino-1'-oxo-2'-buten-1'-yl]-6-fluoro-2-methoxymethyl-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