ethyl 1-(4-cyanophenyl)-1H-imidazole-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1-(4-cyanophenyl)-1H-imidazole-4-carboxylate
• 英文别名: Ethyl 1-(4-cyanophenyl)imidazole-4-carboxylate；ethyl 1-(4-cyanophenyl)imidazole-4-carboxylate
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: IUPUMRNXGABLLX-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：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异氰基乙酸乙酯 、 4-异氰基苯甲腈 在 copper(I) oxide 、 1,10-菲罗啉 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以97%的产率得到ethyl 1-(4-cyanophenyl)-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides

  摘要：

  The copper-catalyzed reaction between two different isocyanides produces the corresponding heteroaromatization products, imidazoles, in good yields. The reaction proceeds most probably through the activation of the sp3 C-H bond in the isocyanides by a copper catalyst, followed by a [3 + 2] cycloaddition between the cuprioisocyanide intermediates and arylisocyanides.

  DOI：

  10.1021/ja0617439

文献信息

• [3+1+1] type cyclization of ClCF₂COONa for the assembly of imidazoles and tetrazoles <i>via in situ</i> generated isocyanides
  作者：Ya Wang、Yao Zhou、Qiuling Song

  DOI：10.1039/d0cc01919d

  日期：——

  A facile synthesis of imidazoles and tetrazoles via [3+1+1] type cyclization of ClCF2COONa is developed. A diverse array of imidazoles and tetrazoles were obtained in decent yields via isocyanide intermediates. Notably, this is the first example of the cycloaddition of in situ generated isocyanides.

  通过ClCF 2 COONa的[3 + 1 + 1]型环化，可轻松合成咪唑和四唑。通过异氰酸酯中间体以适当的产率获得了各种各样的咪唑和四唑。值得注意的是，这是就地生成的异氰酸酯环加成的第一个例子。
• ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
  申请人：Epizyme, Inc.

  公开号：US20140315961A1

  公开（公告）日：2014-10-23

  Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.

  本文描述了式（I）的化合物，其药学上可接受的盐以及药物组成物。本发明的化合物对抑制精氨酸甲基转移酶活性是有用的。还描述了利用这些化合物治疗精氨酸甲基转移酶介导的疾病的方法。
• US9365527B2
  申请人：——

  公开号：US9365527B2

  公开（公告）日：2016-06-14
• Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides
  作者：Chikashi Kanazawa、Shin Kamijo、Yoshinori Yamamoto

  DOI：10.1021/ja0617439

  日期：2006.8.1

  The copper-catalyzed reaction between two different isocyanides produces the corresponding heteroaromatization products, imidazoles, in good yields. The reaction proceeds most probably through the activation of the sp3 C-H bond in the isocyanides by a copper catalyst, followed by a [3 + 2] cycloaddition between the cuprioisocyanide intermediates and arylisocyanides.