2-[(3-Fluorophenyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine | 1416422-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(3-Fluorophenyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine
• 英文别名: 2-[(3-fluorophenyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine
• CAS: 1416422-96-2
• 化学式: C₁₅H₁₃F₄NO
• 分子量: 299.268
• InChiKey: BXPJKXXCFCTGCB-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：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-氟苯基硼酸 、 2-氯甲基-3-甲基-4-(2,2,2-三氟乙氧基)吡啶 在 potassium phosphate 、 C₁₂H₁₀ClNPd*C₁₆H₂₁O₃P 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以70%的产率得到2-[(3-Fluorophenyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine
  参考文献：
  名称：

  Facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes

  摘要：

  A palladium-catalyzed cross coupling of nitrogen bearing heterocyclic chloromethyl derivatives with aryl and heteroaryl boronic acids has been developed. In almost all cases, highly efficient cross-couplings were observed at ambient temperature, mitigating unwanted thermally induced side-reactions. The comprehensive substrate scope and respectable yields highlight the synthetic utility of this reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.112

文献信息

• Facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes
  作者：Jason R. Schmink、Matthew T. Tudge

  DOI：10.1016/j.tetlet.2012.09.112

  日期：2013.1

  A palladium-catalyzed cross coupling of nitrogen bearing heterocyclic chloromethyl derivatives with aryl and heteroaryl boronic acids has been developed. In almost all cases, highly efficient cross-couplings were observed at ambient temperature, mitigating unwanted thermally induced side-reactions. The comprehensive substrate scope and respectable yields highlight the synthetic utility of this reaction. (C) 2012 Elsevier Ltd. All rights reserved.