4-trifluoromethyl-6-phenyl-2-acetylaminopyrimidine | 1020540-98-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-trifluoromethyl-6-phenyl-2-acetylaminopyrimidine
• 英文别名: N-[4-phenyl-6-(trifluoromethyl)pyrimidin-2-yl]acetamide
• CAS: 1020540-98-0
• 化学式: C₁₃H₁₀F₃N₃O
• 分子量: 281.237
• InChiKey: DTHHJFMPFIIRMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-trifluoromethyl-6-phenyl-2-acetylaminopyrimidine 在 ferric nitrate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到2-氨基-4-苯基-6-三氟甲基嘧啶
  参考文献：
  名称：

  One‐pot synthesis of N ² ‐aminoprotected 6‐substituted and cycloalka[ d ] 4‐trifluoromethyl‐2‐acetylaminopyrimidines

  摘要：

  Abstractmagnified imageThe one‐pot synthesis of a novel series of amino‐protected 6‐alkyl‐, 6‐aryl‐, 6‐heteroaryl‐ and 5,6‐fused‐cycloalkane 4‐trifluoromethyl‐2‐acetylaminopyrimidines, where alkyl = Me; aryl = Ph, 4‐CH3Ph, 4‐FPh, 4‐ClPh, 4‐BrPh, 4‐OCH3Ph, 4‐NO2Ph, 4,4′‐biphenyl, 1‐naphthyl; heteroaryl = 2‐thienyl, 2‐furyl and cycloalkyl = c‐C6H4, c‐C7H5 from the reaction of substituted 4‐methoxy‐1,1,1‐trifluoroalk‐3‐en‐2‐ones with 1‐acetylguanidine in acetonitrile or propan‐2‐ol as solvent, is reported. The acetylamino group of 2‐acetylaminopyrimidines was hydrolyzed under three different conditions to afford the corresponding free 2‐aminopyrimidines.

  DOI：

  10.1002/jhet.5570450228
• 作为产物：
  描述：

  N-乙酰基胍 、 4-methoxy-4-phenyl-1,1,1-trifluorobut-3-en-2-one 以 乙腈 为溶剂， 反应 24.0h， 以80%的产率得到4-trifluoromethyl-6-phenyl-2-acetylaminopyrimidine
  参考文献：
  名称：

  One‐pot synthesis of N ² ‐aminoprotected 6‐substituted and cycloalka[ d ] 4‐trifluoromethyl‐2‐acetylaminopyrimidines

  摘要：

  Abstractmagnified imageThe one‐pot synthesis of a novel series of amino‐protected 6‐alkyl‐, 6‐aryl‐, 6‐heteroaryl‐ and 5,6‐fused‐cycloalkane 4‐trifluoromethyl‐2‐acetylaminopyrimidines, where alkyl = Me; aryl = Ph, 4‐CH3Ph, 4‐FPh, 4‐ClPh, 4‐BrPh, 4‐OCH3Ph, 4‐NO2Ph, 4,4′‐biphenyl, 1‐naphthyl; heteroaryl = 2‐thienyl, 2‐furyl and cycloalkyl = c‐C6H4, c‐C7H5 from the reaction of substituted 4‐methoxy‐1,1,1‐trifluoroalk‐3‐en‐2‐ones with 1‐acetylguanidine in acetonitrile or propan‐2‐ol as solvent, is reported. The acetylamino group of 2‐acetylaminopyrimidines was hydrolyzed under three different conditions to afford the corresponding free 2‐aminopyrimidines.

  DOI：

  10.1002/jhet.5570450228