4-(4-fluorophenyl)-N-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)-6-(trifluoromethyl)pyrimidin-2-amine | 1262109-71-6

• 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-(4-fluorophenyl)-N-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)-6-(trifluoromethyl)pyrimidin-2-amine
• CAS: 1262109-71-6
• 化学式: C₁₈H₁₁F₄N₇
• 分子量: 401.326
• InChiKey: YKPUTYRCOYKUAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  92.27
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-[3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl]guanidine 、 1,1,1-trifluoro-4-(4-fluorophenyl)-4-methoxybut-3-en-2-one 以 乙醇 为溶剂， 反应 18.0h， 以40%的产率得到4-(4-fluorophenyl)-N-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)-6-(trifluoromethyl)pyrimidin-2-amine
  参考文献：
  名称：

  Convergent procedure for the synthesis of trifluoromethyl-containing N-(pyridinyl-triazolyl)pyrimidin-2-amines

  摘要：

  This study describes a simple and efficient procedure to synthesize a novel series of fourteen 4-substituted N-(5-pyridinyl-1H-1,2,4-triazol-3-yl)-6-(trifluoromethyl)pyrimidin-2-amines, where the 4-substituents are H, CH3, C6H5, 4-FC6H4, 4-CH3C6H4, 4-CH3OC6H4 and 2-Furyl; from the cyclocondensation reaction of N-[5-(pyridinyl)-1H-1,2,4-triazol-3-yl]guanidines with 4-alkoxy-4-alkyl(aryl/heteroaryl)-1,1,1-trifluoroalk-3-en-2-ones. The reactions were carried out in ethanol under reflux for 18 h and led to 40-68% yields. N-(Pyridyl-triazolyl)guanidine precursors were further obtained from reactions of cyanoguanidine with nicotinic or isonicotinic acid hydrazides and the halogenated enones from trifluoroacetylation of enolethers or acetals. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.08.002