6-(2,5-dimethyl-pyrrol-1-yl)-2-methyl-2H-indazole

• 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: 6-(2,5-dimethyl-pyrrol-1-yl)-2-methyl-2H-indazole
• 英文别名: 6-(2,5-Dimethylpyrrol-1-yl)-2-methylindazole；6-(2,5-dimethylpyrrol-1-yl)-2-methylindazole
• 化学式: C₁₄H₁₅N₃
• 分子量: 225.293
• InChiKey: GPFQXTUNMCQNEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  22.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-6-硝基-2H-吲唑 、 2,5-己二酮 在 溶剂黄146 、 tin(ll) chloride 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到6-(2,5-dimethyl-pyrrol-1-yl)-2-methyl-2H-indazole
  参考文献：
  名称：

  One-pot synthesis of new 6-pyrrolyl- N -alkyl-indazoles from reductive coupling of N -alkyl-6-nitroindazoles and 2,5-hexadione

  摘要：

  One-pot synthesis of 6-pyrrolyl-N-alkyl-indazoles by the reductive coupling of N-alkyl-6-nitroindazoles and 2,5-hexadione was investigated in the presence of different reducing agents (SnCl2/AcOH and In/AcOH in THF). Indazoles 5a-h and 6a-h were obtained in good to excellent yields (74-95%) and characterized by elemental analysis, NMR, and single crystal X-ray diffraction. The same synthetic approach was also used to obtain 5-pyrrolyl-N-alkyl-indazoles. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.071

文献信息

• One-pot synthesis of new 6-pyrrolyl- N -alkyl-indazoles from reductive coupling of N -alkyl-6-nitroindazoles and 2,5-hexadione
  作者：Mohamed El Ghozlani、Hakima Chicha、Najat Abbassi、Mohamed Chigr、Lahcen El Ammari、Mohamed Saadi、Domenico Spinelli、El Mostapha Rakib

  DOI：10.1016/j.tetlet.2015.11.071

  日期：2016.1

  One-pot synthesis of 6-pyrrolyl-N-alkyl-indazoles by the reductive coupling of N-alkyl-6-nitroindazoles and 2,5-hexadione was investigated in the presence of different reducing agents (SnCl2/AcOH and In/AcOH in THF). Indazoles 5a-h and 6a-h were obtained in good to excellent yields (74-95%) and characterized by elemental analysis, NMR, and single crystal X-ray diffraction. The same synthetic approach was also used to obtain 5-pyrrolyl-N-alkyl-indazoles. (C) 2015 Elsevier Ltd. All rights reserved.