1-(4-chloro-3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine | 1403758-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(4-chloro-3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine
• 英文别名: 1-[4-Chloro-3-(trifluoromethyl)phenyl]benzimidazol-2-amine；1-[4-chloro-3-(trifluoromethyl)phenyl]benzimidazol-2-amine
• CAS: 1403758-13-3
• 化学式: C₁₄H₉ClF₃N₃
• 分子量: 311.694
• InChiKey: KRKZICUGKPYZCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基苯并咪唑 、 5-溴-2-氯三氟甲苯 在 copper(l) iodide 、 8-羟基喹啉 、 caesium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 16.0h， 以84%的产率得到1-(4-chloro-3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine
  参考文献：
  名称：

  Catalyst-Controlled Chemoselective Arylation of 2-Aminobenzimidazoles

  摘要：

  The chemoselective and complementary Pd-and Cu-catalyzed N-arylation of 2-aminobenzimidazoles is described. Selective N-arylation of the amino-group was achieved with a Pd-catalyzed method, while selective N-arylation of azole nitrogen was achieved with a Cu-catalyzed procedure. The utility of these complementary sets of conditions is demonstrated in several two-step, selective syntheses of di-arylated aminoazoles.

  DOI：

  10.1002/anie.201204710

文献信息

• Catalyst-Controlled Chemoselective Arylation of 2-Aminobenzimidazoles
  作者：Satoshi Ueda、Stephen L. Buchwald

  DOI：10.1002/anie.201204710

  日期：2012.10.8

  The chemoselective and complementary Pd-and Cu-catalyzed N-arylation of 2-aminobenzimidazoles is described. Selective N-arylation of the amino-group was achieved with a Pd-catalyzed method, while selective N-arylation of azole nitrogen was achieved with a Cu-catalyzed procedure. The utility of these complementary sets of conditions is demonstrated in several two-step, selective syntheses of di-arylated aminoazoles.