5-bromo-2-(1-ethoxyethyl)-2H-indazole | 1178903-23-5

• 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: 5-bromo-2-(1-ethoxyethyl)-2H-indazole
• 英文别名: 5-Bromo-2-(1-ethoxyethyl)indazole
• CAS: 1178903-23-5
• 化学式: C₁₁H₁₃BrN₂O
• 分子量: 269.141
• InChiKey: UTYKLOHVNMZXBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴吲唑 、 乙烯基乙醚 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到5-bromo-2-(1-ethoxyethyl)-2H-indazole
  参考文献：
  名称：

  Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions

  摘要：

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.

  DOI：

  10.1021/jo9006656

文献信息

• Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions
  作者：David J. Slade、Nicholas F. Pelz、Wanda Bodnar、John W. Lampe、Paul S. Watson

  DOI：10.1021/jo9006656

  日期：2009.8.21

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.