4-trifluoromethyl-5,6,7,8-tetrahydro-2-acetylaminoquinazoline | 1020541-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-trifluoromethyl-5,6,7,8-tetrahydro-2-acetylaminoquinazoline
• 英文别名: N-[4-(trifluoromethyl)-5,6,7,8-tetrahydroquinazolin-2-yl]acetamide
• CAS: 1020541-11-0
• 化学式: C₁₁H₁₂F₃N₃O
• 分子量: 259.231
• InChiKey: XVBHQFLSRMMWKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-乙酰基胍 、 2,2,2-三氟-1-(2-甲氧基-1-环己烯-1-基)乙酮 在 三氟化硼乙醚 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 20.0h， 以42%的产率得到4-trifluoromethyl-5,6,7,8-tetrahydro-2-acetylaminoquinazoline
  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

文献信息

• One‐pot synthesis of <i>N</i> ² ‐aminoprotected 6‐substituted and cycloalka[ <i>d</i> ] 4‐trifluoromethyl‐2‐acetylaminopyrimidines
  作者：Helio G. Bonacorso、Adriana Ferla、Cleber A. Cechinel、Nilo Zanatta、Marcos A. P. Martins

  DOI：10.1002/jhet.5570450228

  日期：2008.3

  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.