4-BroMo-5,6-diMethoxy-1H-indole-2-carboxylic acid | 1061215-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-BroMo-5,6-diMethoxy-1H-indole-2-carboxylic acid
• 英文别名: 4-bromo-5,6-dimethoxy-1H-indole-2-carboxylic acid
• CAS: 1061215-17-5
• 化学式: C₁₁H₁₀BrNO₄
• 分子量: 300.109
• InChiKey: AXBMAIKWQXGNEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-BroMo-5,6-diMethoxy-1H-indole-2-carboxylic acid 以 喹啉 为溶剂， 以46%的产率得到4-Bromo-5,6-dimethoxy-1H-indole
  参考文献：
  名称：

  Expedient routes to valuable bromo-5,6-dimethoxyindole building blocks

  摘要：

  The synthesis of 3-, 4-, 7-bromo and 4,7-dibrominated 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) derivatives is reported. Hemetsberger and Bartoli indole syntheses were investigated and expedient routes to the desired compounds were developed. These indoles are valuable substrates for elaboration using transition metal-mediated cross-coupling chemistry. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.080
• 作为产物：
  描述：

  4-Bromo-5,6-dimethoxy-1H-indole-2-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 以85%的产率得到4-BroMo-5,6-diMethoxy-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Expedient routes to valuable bromo-5,6-dimethoxyindole building blocks

  摘要：

  The synthesis of 3-, 4-, 7-bromo and 4,7-dibrominated 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) derivatives is reported. Hemetsberger and Bartoli indole syntheses were investigated and expedient routes to the desired compounds were developed. These indoles are valuable substrates for elaboration using transition metal-mediated cross-coupling chemistry. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.080