2-[2-[Bis[3-(6-bromopyridin-2-yl)pyrazol-1-yl]methyl]pyrazol-3-yl]-6-bromopyridine | 603128-47-8

• 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: 2-[2-[Bis[3-(6-bromopyridin-2-yl)pyrazol-1-yl]methyl]pyrazol-3-yl]-6-bromopyridine
• 英文别名: 2-[2-[bis[3-(6-bromopyridin-2-yl)pyrazol-1-yl]methyl]pyrazol-3-yl]-6-bromopyridine
• CAS: 603128-47-8
• 化学式: C₂₅H₁₆Br₃N₉
• 分子量: 682.174
• InChiKey: XMUWYQMRZYHXJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  92.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-[Bis[3-(6-bromopyridin-2-yl)pyrazol-1-yl]methyl]pyrazol-3-yl]-6-bromopyridine 在 bis-triphenylphosphine-palladium(II) chloride 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲苯 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 反应 30.0h， 生成 triethyl 6,6',6"-[methylidynetri(1H-pyrazol-1,3-diyl)]tris[pyridine-2-carboxylate]
  参考文献：
  名称：

  A convenient preparative method for anionic tris(substituted pyrazolyl)methane ligands

  摘要：

  The synthesis of tris[3-(6-carboxypyridin-2-yl)pyrazol-1-yl]methane is described in a linear multi-step protocol. The pyridyl-pyrazolyl arms are first constructed before being condensed with chloroform. Careful study of the condensation reaction shows the presence of an isomeric form of the tris(pyrazolyl)methane derivative in which one of the pyrazolyl substituents is linked through the nitrogen atom at the 2 position of the pyrazol. After acid-catalysed isomerisation to the desired isomer, the intermediate compound was subjected to a carboalkoxylation reaction and a subsequent hydrolysis. These are some rare examples of reactions directly occurring on the tris(pyrazolyl)methane platforms. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01506-5
• 作为产物：
  描述：

  2,6-二溴吡啶 在 正丁基锂 、 triethylbenzyl ammonium chloride 、 sodium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 21.75h， 生成 2-[2-[Bis[3-(6-bromopyridin-2-yl)pyrazol-1-yl]methyl]pyrazol-3-yl]-6-bromopyridine
  参考文献：
  名称：

  A convenient preparative method for anionic tris(substituted pyrazolyl)methane ligands

  摘要：

  The synthesis of tris[3-(6-carboxypyridin-2-yl)pyrazol-1-yl]methane is described in a linear multi-step protocol. The pyridyl-pyrazolyl arms are first constructed before being condensed with chloroform. Careful study of the condensation reaction shows the presence of an isomeric form of the tris(pyrazolyl)methane derivative in which one of the pyrazolyl substituents is linked through the nitrogen atom at the 2 position of the pyrazol. After acid-catalysed isomerisation to the desired isomer, the intermediate compound was subjected to a carboalkoxylation reaction and a subsequent hydrolysis. These are some rare examples of reactions directly occurring on the tris(pyrazolyl)methane platforms. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01506-5