4-(3-chlorophenethyl)pyridine | 130407-13-5

• 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: 4-(3-chlorophenethyl)pyridine
• 英文别名: 4-[2-(3-Chlorophenyl)ethyl]pyridine
• CAS: 130407-13-5
• 化学式: C₁₃H₁₂ClN
• 分子量: 217.698
• InChiKey: BKHXFOIRNXAZAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(3-chlorophenethyl)pyridine 生成 4-[2-(3-chlorophenyl)ethyl]-1-methyl-3,6-dihydro-2H-pyridine
  参考文献：
  名称：

  EFANGE, S. M. N.;MICHELSON, R. H.;REMMEL, R. P.;BOUDREAU, R. J.;DUTTA, A.+, J. MED. CHEM., 33,(1990) N2, C. 3133-3138

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基吡啶 在 palladium on activated charcoal 氢气 、 乙酸酐 作用下， 以 乙醇 为溶剂， 反应 45.0h， 生成 4-(3-chlorophenethyl)pyridine
  参考文献：
  名称：

  Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analog: synthesis and monoamine oxidase catalyzed bioactivation

  摘要：

  Eighteen analogues of N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and evaluated as substrates of monoamine oxidase. In general, the flexible analogues, characterized by the presence of a methylene (or ethylene) bridge between the aryl/heteroaryl and tetrahydropyridyl moieties, were better substrates of the enzyme than the conformationally restricted MPTP. It is suggested that the increased oxidative activity of these flexible analogues reflects enhanced binding due to the ability of the C-4-aryl/heteroaryl substituent to gain access to a hydrophobic pocket within the substrate binding site.

  DOI：

  10.1021/jm00174a007

文献信息

• Iridium-Catalyzed C-Alkylation of Methyl Group on <i>N</i>-Heteroaromatic Compounds using Alcohols
  作者：Mitsuki Onoda、Ken-ichi Fujita

  DOI：10.1021/acs.orglett.0c02635

  日期：2020.9.18

  In this study, we developed a catalytic system for the C-alkylation of a methyl group on N-heteroaromatic compounds, including pyridine, pyrimidine, pyrazine, quinoline, quinoxaline, and isoquinoline, using alcohols based on a hydrogen-borrowing process with [Cp*IrCl2]2 (Cp*: η5-pentamethylcyclopentadienyl) combined with potassium t-butoxide and 18-crown-6-ether as the catalyst precursor.

  在这项研究中，我们开发了一种催化体系，用于使用N [Cp * IrCl 2 ] 2（Cp *：η5-五甲基环戊二烯基）与叔丁醇钾和18-冠-6-醚组合作为催化剂前体。