2-(4-methoxyphenyl)-4-phenyl-6-(trifluoromethyl)-1,4-dihydropyridine-3-carbonitrile | 933996-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-4-phenyl-6-(trifluoromethyl)-1,4-dihydropyridine-3-carbonitrile
• CAS: 933996-66-8
• 化学式: C₂₀H₁₅F₃N₂O
• 分子量: 356.347
• InChiKey: KQTAQEMNMIRQAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)-4-phenyl-6-(trifluoromethyl)-1,4-dihydropyridine-3-carbonitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到2-(4-methoxyphenyl)-4-phenyl-6-(trifluoromethyl)nicotinonitrile
  参考文献：
  名称：

  Efficient route to 6-CF3-substituted nicotinic acid derivatives

  摘要：

  A novel synthetic sequence for preparation of CF3-pyridines is presented. Reaction of alpha,beta-unsaturated trifluoromethylketones with alpha-cyanoketones leads to alpha-hydroxydihydropyranes I containing CF3-group. alpha-Hydroxydihydropyranes can be easily transformed to alpha-hydroxytetrahydropyridines, 1,4-dihydropyridines and CF3-pyridines. All CF3-pyridine derivatives were obtained in good yields. This route can be applied for preparation of CF3-pyridines containing various substituents with further possible modification on cyano-group. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.03.007
• 作为产物：
  描述：

  4-甲氧基苯甲酰基乙腈 在 乙酸铵 、 potassium fluoride 、 对甲苯磺酸 作用下， 以 乙醇 、 异丙醇 、 甲苯 为溶剂， 生成 2-(4-methoxyphenyl)-4-phenyl-6-(trifluoromethyl)-1,4-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  Efficient route to 6-CF3-substituted nicotinic acid derivatives

  摘要：

  A novel synthetic sequence for preparation of CF3-pyridines is presented. Reaction of alpha,beta-unsaturated trifluoromethylketones with alpha-cyanoketones leads to alpha-hydroxydihydropyranes I containing CF3-group. alpha-Hydroxydihydropyranes can be easily transformed to alpha-hydroxytetrahydropyridines, 1,4-dihydropyridines and CF3-pyridines. All CF3-pyridine derivatives were obtained in good yields. This route can be applied for preparation of CF3-pyridines containing various substituents with further possible modification on cyano-group. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.03.007

文献信息

• Efficient route to 6-CF3-substituted nicotinic acid derivatives
  作者：Valentine G. Nenajdenko、Sergey V. Druzhinin、Elizabeth S. Balenkova

  DOI：10.1016/j.jfluchem.2006.03.007

  日期：2006.7

  A novel synthetic sequence for preparation of CF3-pyridines is presented. Reaction of alpha,beta-unsaturated trifluoromethylketones with alpha-cyanoketones leads to alpha-hydroxydihydropyranes I containing CF3-group. alpha-Hydroxydihydropyranes can be easily transformed to alpha-hydroxytetrahydropyridines, 1,4-dihydropyridines and CF3-pyridines. All CF3-pyridine derivatives were obtained in good yields. This route can be applied for preparation of CF3-pyridines containing various substituents with further possible modification on cyano-group. (c) 2006 Elsevier B.V. All rights reserved.