4-(3,4-dichlorophenyl)-N-(3-fluoro-4-methylphenyl)-2-(pyridin-3-yl)thiazol-5-amine | 1187843-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3,4-dichlorophenyl)-N-(3-fluoro-4-methylphenyl)-2-(pyridin-3-yl)thiazol-5-amine
• 英文别名: 4-(3,4-dichlorophenyl)-N-(3-fluoro-4-methylphenyl)-2-pyridin-3-yl-1,3-thiazol-5-amine
• CAS: 1187843-60-2
• 化学式: C₂₁H₁₄Cl₂FN₃S
• 分子量: 430.333
• InChiKey: GPHXQLLRZYBEJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(1-(3,4-dichlorophenyl)-2-((3-fluoro-4-methylphenyl)amino)-2-oxoethyl)nicotinamide 在 劳森试剂 作用下， 以 间二甲苯 为溶剂， 反应 0.33h， 以35%的产率得到4-(3,4-dichlorophenyl)-N-(3-fluoro-4-methylphenyl)-2-(pyridin-3-yl)thiazol-5-amine
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529