N-(4-(4-fluoro-3-methoxyphenyl)-2-methylthiazol-5-yl)-3,5-dimethylisoxazole-4-carboxamide | 1187843-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(4-(4-fluoro-3-methoxyphenyl)-2-methylthiazol-5-yl)-3,5-dimethylisoxazole-4-carboxamide
• 英文别名: N-[4-(4-fluoro-3-methoxyphenyl)-2-methyl-1,3-thiazol-5-yl]-3,5-dimethyl-1,2-oxazole-4-carboxamide
• CAS: 1187843-70-4
• 化学式: C₁₇H₁₆FN₃O₃S
• 分子量: 361.397
• InChiKey: LRQDSZGJPOGKSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,5-二甲基异噁唑-4-甲酰氯 、 4-(4-fluoro-3-methoxyphenyl)-2-methylthiazol-5-amine 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以61%的产率得到N-(4-(4-fluoro-3-methoxyphenyl)-2-methylthiazol-5-yl)-3,5-dimethylisoxazole-4-carboxamide
  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