ethyl 3-amino-5-bromo-1H-indazole-1-carboxylate | 1426854-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: ethyl 3-amino-5-bromo-1H-indazole-1-carboxylate
• 英文别名: Ethyl 3-amino-5-bromoindazole-1-carboxylate；ethyl 3-amino-5-bromoindazole-1-carboxylate
• CAS: 1426854-79-6
• 化学式: C₁₀H₁₀BrN₃O₂
• 分子量: 284.112
• InChiKey: RBPSAWACVVCFSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Benzonitrile,2,5-dibromo-|||2,5-二溴苯腈 、 肼基甲酸乙酯 在 potassium carbonate 、 copper(I) bromide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以42%的产率得到ethyl 3-amino-5-bromo-1H-indazole-1-carboxylate
  参考文献：
  名称：

  Assembly of Substituted 3-Aminoindazoles from 2-Bromobenzonitrile via a CuBr-Catalyzed Coupling/Condensation Cascade Process

  摘要：

  CuBr-catalyzed coupling reaction of 2-halobenzonitriles with hydrazine carboxylic esters and CuBr/4-hydroxy-L-proline-catalyzed coupling reaction of 2-bromobenzonitriles with N'-arylbenzohydrazides proceed smoothly at 60-90 degrees C to provide substituted 3-aminoindazoles through a cascade coupling/condensation (or coupling/deacylation/condensation) process. A wide range of 3-aminoindazoles with substituents at both the 1-position and the phenyl ring part can be prepared from the corresponding coupling partners.

  DOI：

  10.1021/jo400071h

文献信息

• Assembly of Substituted 3-Aminoindazoles from 2-Bromobenzonitrile via a CuBr-Catalyzed Coupling/Condensation Cascade Process
  作者：Lanting Xu、Yinsheng Peng、Qiangbiao Pan、Yongwen Jiang、Dawei Ma

  DOI：10.1021/jo400071h

  日期：2013.4.5

  CuBr-catalyzed coupling reaction of 2-halobenzonitriles with hydrazine carboxylic esters and CuBr/4-hydroxy-L-proline-catalyzed coupling reaction of 2-bromobenzonitriles with N'-arylbenzohydrazides proceed smoothly at 60-90 degrees C to provide substituted 3-aminoindazoles through a cascade coupling/condensation (or coupling/deacylation/condensation) process. A wide range of 3-aminoindazoles with substituents at both the 1-position and the phenyl ring part can be prepared from the corresponding coupling partners.