2-bromo-6-(3,5-dimethyl-4-benzylpyrazol-1-yl)pyridine | 853748-43-3

• 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-bromo-6-(3,5-dimethyl-4-benzylpyrazol-1-yl)pyridine
• 英文别名: 2-(4-Benzyl-3,5-dimethylpyrazol-1-yl)-6-bromopyridine
• CAS: 853748-43-3
• 化学式: C₁₇H₁₆BrN₃
• 分子量: 342.238
• InChiKey: PVOFOIUWSSMWMU-UHFFFAOYSA-N

物化性质

• 熔点：
  60 °C
• 沸点：
  468.2±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-6-(3,5-dimethyl-4-benzylpyrazol-1-yl)pyridine 、 palladium diacetate 在 3,5-dimethyl-4-benzylpyrazole 、 potassium tert-butylate 作用下， 以 1,4-二氧六环 为溶剂， 生成 钯
  参考文献：
  名称：

  Base Effect and Inhibition of Catalytic Activity in Palladium-Catalyzed N-Heteroarylation of Pyrazoles with 2,6-Dibromopyridine

  摘要：

  Using the catalytic system Pd(OAc)(2)/PPh3, coupling of 2,6-dibromopyridine (1) and pyrazoles (2) in a molar ratio of 1:2:base = 1:2.4:2.5 afforded the monosubstituted compounds 3 as the major products when KOtBu was used as the base. Without using the catalyst or using NaOtBu as the base the disubstituted compounds 4 were formed as the major products in yields up to 93%. Reactions of 1 and 2 in a molar ratio of 1:2:base = 1:1:1 selectively produced compounds 3 in yields up to 82% when KOtBu was used as the base. The complex from the reaction of 3 and Pd(OAc)(2) did not undergo further reaction with 1 to form 4 in the presence of a base. The base effect and inhibition of catalytic activity for Pd(OAc)(2) are discussed.

  DOI：

  10.1021/om0501576