5-benzo[1,3]dioxol-5-yl-3-(2,2-dibromo-vinyl)-1-(2,5-dichloro-phenyl)-1H-pyrazole | 1215032-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-benzo[1,3]dioxol-5-yl-3-(2,2-dibromo-vinyl)-1-(2,5-dichloro-phenyl)-1H-pyrazole
• 英文别名: 5-(1,3-Benzodioxol-5-yl)-3-(2,2-dibromoethenyl)-1-(2,5-dichlorophenyl)pyrazole
• CAS: 1215032-16-8
• 化学式: C₁₈H₁₀Br₂Cl₂N₂O₂
• 分子量: 517.004
• InChiKey: HOUQNEUKLYCQAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzo[1,3]dioxol-5-yl-3-(2,2-dibromo-vinyl)-1-(2,5-dichloro-phenyl)-1H-pyrazole 、 3-氯苯硼酸 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 12.0h， 以78%的产率得到5-benzo[1,3]dioxol-5-yl-3-[2-bromo-2-(3-chloro-phenyl)-vinyl]-1-(2,5-dichloro-phenyl)-1H-pyrazole
  参考文献：
  名称：

  Carboxylation reaction of a highly functionalized vinylic anion: a case of unexpected stability and reactivity

  摘要：

  Attempts to prepare JNJ 26273364, a highly functionalized pyrazole-based CCK1 receptor antagonist, using a carboxylation reaction led to a series of unexpected results. This work demonstrated the unique reactivity and stability of the highly functionalized Z-alkene functionality present around the pyrazole. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.112
• 作为产物：
  描述：

  5-benzo[1,3]dioxol-5-yl-1-(2,5-dichloro-phenyl)-1H-pyrazole-3-carbaldehyde 、 四溴化碳 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以89%的产率得到5-benzo[1,3]dioxol-5-yl-3-(2,2-dibromo-vinyl)-1-(2,5-dichloro-phenyl)-1H-pyrazole
  参考文献：
  名称：

  Carboxylation reaction of a highly functionalized vinylic anion: a case of unexpected stability and reactivity

  摘要：

  Attempts to prepare JNJ 26273364, a highly functionalized pyrazole-based CCK1 receptor antagonist, using a carboxylation reaction led to a series of unexpected results. This work demonstrated the unique reactivity and stability of the highly functionalized Z-alkene functionality present around the pyrazole. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.112

文献信息

• Carboxylation reaction of a highly functionalized vinylic anion: a case of unexpected stability and reactivity
  作者：Laurent Gomez、Jiejun Wu、Neelakandha S. Mani、Sudip Basu、Josef Moravek、J. Guy Breitenbucher

  DOI：10.1016/j.tetlet.2009.12.112

  日期：2010.2

  Attempts to prepare JNJ 26273364, a highly functionalized pyrazole-based CCK1 receptor antagonist, using a carboxylation reaction led to a series of unexpected results. This work demonstrated the unique reactivity and stability of the highly functionalized Z-alkene functionality present around the pyrazole. (C) 2009 Elsevier Ltd. All rights reserved.