4-(chlorodifluoromethyl)-2-phenylpyrimidine | 1316284-78-2

• 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-(chlorodifluoromethyl)-2-phenylpyrimidine
• 英文别名: 4-[Chloro(difluoro)methyl]-2-phenylpyrimidine；4-[chloro(difluoro)methyl]-2-phenylpyrimidine
• CAS: 1316284-78-2
• 化学式: C₁₁H₇ClF₂N₂
• 分子量: 240.64
• InChiKey: VAWCVRSUAPKXJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(chlorodifluoromethyl)-2-phenylpyrimidine 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 16.0h， 以56%的产率得到4-(difluoromethyl)-2-phenylpyrimidine
  参考文献：
  名称：

  A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines

  摘要：

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.085
• 作为产物：
  描述：

  苯甲脒 、 1-chloro-4-ethoxy-1,1-difluorobut-3-en-2-one 在 sodium acetate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 7.5h， 以73%的产率得到4-(chlorodifluoromethyl)-2-phenylpyrimidine
  参考文献：
  名称：

  A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines

  摘要：

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.085

文献信息

• A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines
  作者：Viktor O. Iaroshenko、Verena Specowius、Katharina Vlach、Marcelo Vilches-Herrera、Dmytro Ostrovskyi、Satenik Mkrtchyan、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tet.2011.05.085

  日期：2011.8

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.