3,4-dibromo-5-(4-methoxyphenyl)-1-methyl-1H-pyrazole | 1314594-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,4-dibromo-5-(4-methoxyphenyl)-1-methyl-1H-pyrazole
• 英文别名: 3,4-Dibromo-5-(4-methoxyphenyl)-1-methylpyrazole；3,4-dibromo-5-(4-methoxyphenyl)-1-methylpyrazole
• CAS: 1314594-71-2
• 化学式: C₁₁H₁₀Br₂N₂O
• 分子量: 346.021
• InChiKey: VFHKKGQVWDTOGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dibromo-5-(4-methoxyphenyl)-1-methyl-1H-pyrazole 、 4-甲苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.5h， 以83%的产率得到5-(4-methoxyphenyl)-1-methyl-3,4-di-(p-tolyl)-1H-pyrazole
  参考文献：
  名称：

  Suzuki–Miyaura reactions of N-protected tribromopyrazoles. Efficient and site-selective synthesis of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles and 5-aryl-3,4-dibromopyrazoles

  摘要：

  Suzuki-Miyaura reactions of N-protected tribromopyrazoles were studied. The reactions proceed with excellent site-selectivity. The first attack occurs at position 5, while the second and third attack occur at positions 3 and 4, respectively. A variety of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles, and 5-aryl-3,4-dibromopyrazoles were efficiently prepared. The products are not readily available by other methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.036
• 作为产物：
  描述：

  4-甲氧基苯硼酸 、 1-methyl-3,4,5-tribromopyrazole 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.5h， 以71%的产率得到3,4-dibromo-5-(4-methoxyphenyl)-1-methyl-1H-pyrazole
  参考文献：
  名称：

  Suzuki–Miyaura reactions of N-protected tribromopyrazoles. Efficient and site-selective synthesis of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles and 5-aryl-3,4-dibromopyrazoles

  摘要：

  Suzuki-Miyaura reactions of N-protected tribromopyrazoles were studied. The reactions proceed with excellent site-selectivity. The first attack occurs at position 5, while the second and third attack occur at positions 3 and 4, respectively. A variety of 3,4,5-triaryl-pyrazoles, 3,5-diaryl-4-bromopyrazoles, and 5-aryl-3,4-dibromopyrazoles were efficiently prepared. The products are not readily available by other methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.036