4,5-diethyl-1-methyl-1H-pyrazolo[3,4-c]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,5-diethyl-1-methyl-1H-pyrazolo[3,4-c]pyridine
• 英文别名: 4,5-Diethyl-1-methylpyrazolo[3,4-c]pyridine
• 化学式: C₁₁H₁₅N₃
• 分子量: 189.26
• InChiKey: NXIOPSWUTKMWSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  、 3-己炔 在 dibromobis(triphenylphosphine)nickel(II) 锌 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以50%的产率得到4,5-diethyl-1-methyl-1H-pyrazolo[3,4-c]pyridine
  参考文献：
  名称：

  Rapid Access to Pyrazolo[3,4-c]pyridines via Alkyne Annulation:  Limitations of Steric Control in Nickel-Catalyzed Alkyne Insertions

  摘要：

  Polyfunctionalized pyrazolo[3,4-c]pyridines ere readily prepared by the annulation of alkynes with tert-butyl 4-iodopyrazolocarboximines. The reaction was found to be catalyzed by both NiBr2(PPh3)(2)/Zn or PdCl2(PhCN)(2) to yield complex heterocycles in good to moderate yields. Annulation using nickel catalysis was found to be regio-random, implying that steric control in nickel-catalyzed alkyne insertion has limitations based on the character of the Ni-C bond in the pre-insertion complex.

  DOI：

  10.1021/ol701784w

文献信息

• Rapid Access to Pyrazolo[3,4-<i>c</i>]pyridines via Alkyne Annulation:  Limitations of Steric Control in Nickel-Catalyzed Alkyne Insertions
  作者：Stephen T. Heller、Swaminathan R. Natarajan

  DOI：10.1021/ol701784w

  日期：2007.11.1

  Polyfunctionalized pyrazolo[3,4-c]pyridines ere readily prepared by the annulation of alkynes with tert-butyl 4-iodopyrazolocarboximines. The reaction was found to be catalyzed by both NiBr2(PPh3)(2)/Zn or PdCl2(PhCN)(2) to yield complex heterocycles in good to moderate yields. Annulation using nickel catalysis was found to be regio-random, implying that steric control in nickel-catalyzed alkyne insertion has limitations based on the character of the Ni-C bond in the pre-insertion complex.