ethyl 2-(1H-benzo[d]imidazol-1-yl)-4-methyl-6-(3-nitrophenyl)pyrimidine-5-carboxylate

• 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: ethyl 2-(1H-benzo[d]imidazol-1-yl)-4-methyl-6-(3-nitrophenyl)pyrimidine-5-carboxylate
• 英文别名: Ethyl 2-(benzimidazol-1-yl)-4-methyl-6-(3-nitrophenyl)pyrimidine-5-carboxylate；ethyl 2-(benzimidazol-1-yl)-4-methyl-6-(3-nitrophenyl)pyrimidine-5-carboxylate
• 化学式: C₂₁H₁₇N₅O₄
• 分子量: 403.397
• InChiKey: BATLHXXEESYLJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  苯并咪唑 、 在 噻吩-2-甲酸亚铜(I) 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以79%的产率得到ethyl 2-(1H-benzo[d]imidazol-1-yl)-4-methyl-6-(3-nitrophenyl)pyrimidine-5-carboxylate
  参考文献：
  名称：

  Copper(I)-Promoted C–N Cross-Coupling of N-Heterocyclic Compounds with 1,2-Di(pyrimidin-2-yl) Disulfides

  摘要：

  A CuTC-promoted C-N cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with N-heterocyclic compounds including indoles, triazole benzotriazole, and benzoimidazole by C-S cleavage of the disulfides is reported.

  DOI：

  10.1055/s-0035-1561946

文献信息

• Nickel-catalyzed Buchwald-Hartwig amination of pyrimidin-2-yl tosylates with indole, benzimidazole and 1,2,4-triazole
  作者：Hai-Peng Gong、Zheng-Jun Quan、Xi-Cun Wang

  DOI：10.1002/aoc.3527

  日期：2016.11

  Nickel‐catalyzed Buchwald–Hartwig amination of pyrimidin‐2‐yl tosylates with indole and benzimidazole was achieved using Ni(dppp)Cl2 as catalyst, yielding a variety of novel C2‐substituted pyrimidine derivatives in good yields. This reaction proved to be tolerant of various pyrimidin‐2‐yl tosylates bearing either electron‐donating or electron‐withdrawing groups as well as nucleophiles including indole, benzimidazole

  以Ni（dppp）Cl 2为催化剂，用吲哚和苯并咪唑对嘧啶丁-2-基甲苯磺酸酯进行了镍催化的Buchwald-Hartwig胺化反应，得到了许多新颖的C2取代的嘧啶衍生物。该反应被证明对各种带有给电子或吸电子基团的嘧啶-2-基甲苯磺酸盐以及包括吲哚，苯并咪唑和1,2,4-三唑在内的亲核试剂具有耐受性。版权所有©2016 John Wiley＆Sons，Ltd.
• Copper(I)-Promoted C–N Cross-Coupling of N-Heterocyclic Compounds with 1,2-Di(pyrimidin-2-yl) Disulfides
  作者：Zheng-Jun Quan、Xi-Cun Wang、Kai-Jie Wei、Zhang Zhang、Yu-Xia Da

  DOI：10.1055/s-0035-1561946

  日期：——

  A CuTC-promoted C-N cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with N-heterocyclic compounds including indoles, triazole benzotriazole, and benzoimidazole by C-S cleavage of the disulfides is reported.