6-Chloro-2-(4-tert-butylphenyl)-3-(trifluoromethyl) pyridine | 1426922-08-8

• 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: 6-Chloro-2-(4-tert-butylphenyl)-3-(trifluoromethyl) pyridine
• 英文别名: 2-(4-Tert-butylphenyl)-6-chloro-3-(trifluoromethyl)pyridine；2-(4-tert-butylphenyl)-6-chloro-3-(trifluoromethyl)pyridine
• CAS: 1426922-08-8
• 化学式: C₁₆H₁₅ClF₃N
• 分子量: 313.75
• InChiKey: FYYRXDROHNGRSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二氯-3-(三氟甲基)吡啶 、 4-叔丁基苯硼酸 在 potassium phosphate 、 palladium diacetate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以82%的产率得到6-Chloro-2-(4-tert-butylphenyl)-3-(trifluoromethyl) pyridine
  参考文献：
  名称：

  Synthesis of 2,6-diaryl-3-(trifluoromethyl)pyridines by regioselective Suzuki–Miyaura reactions of 2,6-dichloro-3-(trifluoromethyl)pyridine

  摘要：

  The Suzuki-Miyaura reaction of 2,6-dichloro-3-(trifluoromethyl)pyridine with 1 equiv of arylboronic acids resulted in site-selective formation of 2-aryl-6-chloro-3-(trifluoromethyl)pyridine. Due to electronic reasons, the reaction takes place at the sterically more hindered position. The one-pot reaction with two different arylboronic acids afforded 2,6-diaryl-3-(trifluoromethyl)pyridine containing two different aryl substituents. The reactions proceeded smoothly in the absence of phosphane ligands. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.031

文献信息

• Synthesis of 2,6-diaryl-3-(trifluoromethyl)pyridines by regioselective Suzuki–Miyaura reactions of 2,6-dichloro-3-(trifluoromethyl)pyridine
  作者：Shahzad Ahmed、Muhammad Sharif、Khurram Shoaib、Sebastian Reimann、Jamshed Iqbal、Tamás Patonay、Anke Spannenberg、Peter Langer

  DOI：10.1016/j.tetlet.2013.01.031

  日期：2013.3

  The Suzuki-Miyaura reaction of 2,6-dichloro-3-(trifluoromethyl)pyridine with 1 equiv of arylboronic acids resulted in site-selective formation of 2-aryl-6-chloro-3-(trifluoromethyl)pyridine. Due to electronic reasons, the reaction takes place at the sterically more hindered position. The one-pot reaction with two different arylboronic acids afforded 2,6-diaryl-3-(trifluoromethyl)pyridine containing two different aryl substituents. The reactions proceeded smoothly in the absence of phosphane ligands. (c) 2013 Elsevier Ltd. All rights reserved.