8-n-butanamideharmane | 1173697-88-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 8-n-butanamideharmane
• 英文别名: N-(1-methyl-9H-pyrido[3,4-b]indol-8-yl)butanamide
• CAS: 1173697-88-5
• 化学式: C₁₆H₁₇N₃O
• 分子量: 267.33
• InChiKey: FYKKBZJUNNYXQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基-8-硝基-9h-吡啶并[3,4-b]吲哚 、 丁酰氯 在 溶剂黄146 、 三乙胺 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以55%的产率得到8-n-butanamideharmane
  参考文献：
  名称：

  Reductive amidation of nitroarenes: a practical approach for the amidation of natural products

  摘要：

  A simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives has been developed. Zinc and acetic acid are utilized as a reducing agent, and acyl chloride and triethylamine are used as the acylating agent in DMF with good yield (similar to 60%) of the amide. This method was applicable to manzamine A (1), where the yield of 6-cyclohexamidemanzamine A (7) was significantly improved (56%) by this approach relative to (17%) by beginning with the amine. (c) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.04.061

文献信息

• Reductive amidation of nitroarenes: a practical approach for the amidation of natural products
  作者：Amir E. Wahba、Jiangnan Peng、Mark T. Hamann

  DOI：10.1016/j.tetlet.2009.04.061

  日期：2009.7

  A simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives has been developed. Zinc and acetic acid are utilized as a reducing agent, and acyl chloride and triethylamine are used as the acylating agent in DMF with good yield (similar to 60%) of the amide. This method was applicable to manzamine A (1), where the yield of 6-cyclohexamidemanzamine A (7) was significantly improved (56%) by this approach relative to (17%) by beginning with the amine. (c) 2009 Published by Elsevier Ltd.