5,6'-dibromo-3-methyl-2,3'-bipyridine | 1175709-60-0

• 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: 5,6'-dibromo-3-methyl-2,3'-bipyridine
• 英文别名: 5-Bromo-2-(6-bromopyridin-3-yl)-3-methylpyridine；5-bromo-2-(6-bromopyridin-3-yl)-3-methylpyridine
• CAS: 1175709-60-0
• 化学式: C₁₁H₈Br₂N₂
• 分子量: 328.006
• InChiKey: XYWHPTASCHGGFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6'-dibromo-3-methyl-2,3'-bipyridine 在 乙酰氯 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以74%的产率得到5-bromo-6'-iodo-3-methyl-[2,3']bipyridine
  参考文献：
  名称：

  Synthesis of dihalo bi- and terpyridines by regioselective Suzuki–Miyaura cross-coupling reactions

  摘要：

  This paper describes ail efficient and regioselective synthetic route leading to new dihalobi- and terpyridines. We developed a strategy based on regioselective sequence of Suzuki-Miyaura cross-coupling reactions between bromopyridyl boronic acids and dihalopyridines and dihalobipyridines. The study of the influence of the nature and the position of the halogen atoms leads to prepare bromoiododerivatives to obtain good selectivities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.049
• 作为产物：
  描述：

  2,5-二溴-3-甲基吡啶 、 2-溴吡啶-5-硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 以9%的产率得到5,6'-dibromo-3-methyl-2,3'-bipyridine
  参考文献：
  名称：

  Synthesis of dihalo bi- and terpyridines by regioselective Suzuki–Miyaura cross-coupling reactions

  摘要：

  This paper describes ail efficient and regioselective synthetic route leading to new dihalobi- and terpyridines. We developed a strategy based on regioselective sequence of Suzuki-Miyaura cross-coupling reactions between bromopyridyl boronic acids and dihalopyridines and dihalobipyridines. The study of the influence of the nature and the position of the halogen atoms leads to prepare bromoiododerivatives to obtain good selectivities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.049

文献信息

• Synthesis of new phenylpyridyl scaffolds using the Garlanding approach
  作者：Anne Sophie Voisin-Chiret、Marilena Muraglia、Grégory Burzicki、Serge Perato、Filomena Corbo、Jana Sopková-de Oliveira Santos、Carlo Franchini、Sylvain Rault

  DOI：10.1016/j.tet.2010.08.008

  日期：2010.10

  One-pot reaction for the synthesis of novel phenylpyridyl derivatives and mixed quater phenylpyridyl compounds is described by using the Garlanding approach The reactions proceed with moderate to good yields in mild conditions and good reaction times This work represents a second application of the simplicity and versatility of Garlanding concept for the construction of new phenylpyridyl scaffolds. which can be considered as non-peptidic foldamer alpha-helix numerics. (C) 2010 Published by Elsevier Ltd.
• Synthesis of dihalo bi- and terpyridines by regioselective Suzuki–Miyaura cross-coupling reactions
  作者：Grégory Burzicki、Anne Sophie Voisin-Chiret、Jana Sopkovà-de Oliveira Santos、Sylvain Rault

  DOI：10.1016/j.tet.2009.04.049

  日期：2009.7

  This paper describes ail efficient and regioselective synthetic route leading to new dihalobi- and terpyridines. We developed a strategy based on regioselective sequence of Suzuki-Miyaura cross-coupling reactions between bromopyridyl boronic acids and dihalopyridines and dihalobipyridines. The study of the influence of the nature and the position of the halogen atoms leads to prepare bromoiododerivatives to obtain good selectivities. (C) 2009 Elsevier Ltd. All rights reserved.