2-(4-(tertbutoxy)phenyl)-6-trifluoromethylpyridine | 1374997-14-4

• 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-(4-(tertbutoxy)phenyl)-6-trifluoromethylpyridine
• 英文别名: 2-(4-tert-Butoxyphenyl)-6-(trifluoromethyl)pyridine；2-[4-[(2-methylpropan-2-yl)oxy]phenyl]-6-(trifluoromethyl)pyridine
• CAS: 1374997-14-4
• 化学式: C₁₆H₁₆F₃NO
• 分子量: 295.304
• InChiKey: ONLGIHXTPKIOEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-trifluoromethyl-2-pyridyl-boronic acid MIDA ester 、 对氯苯基叔丁基醚 在 potassium phosphate 、 chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct 、 copper diacetate 、 二乙醇胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以87%的产率得到2-(4-(tertbutoxy)phenyl)-6-trifluoromethylpyridine
  参考文献：
  名称：

  A General Solution for the 2-Pyridyl Problem

  摘要：

  Problem solved: an air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA)(2) powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N'-dimethylformamide, Tf=trifluoromethanesulfonyl.

  DOI：

  10.1002/anie.201108608

文献信息

• A General Solution for the 2-Pyridyl Problem
  作者：Graham R. Dick、Eric M. Woerly、Martin D. Burke

  DOI：10.1002/anie.201108608

  日期：2012.3.12

  Problem solved: an air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA)(2) powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N'-dimethylformamide, Tf=trifluoromethanesulfonyl.