1-(6-氯吡啶-3-基)-4-[2-(4-氟苯基)乙基]哌嗪 | 681468-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(6-氯吡啶-3-基)-4-[2-(4-氟苯基)乙基]哌嗪
• 英文名称: 1-(6-Chloro-pyridin-3-yl)-4-[2-(4-fluoro-phenyl)-ethyl]-piperazine
• 英文别名: 1-(6-Chloropyridin-3-yl)-4-[2-(4-fluorophenyl)ethyl]piperazine；1-(6-chloropyridin-3-yl)-4-[2-(4-fluorophenyl)ethyl]piperazine
• CAS: 681468-64-4
• 化学式: C₁₇H₁₉ClFN₃
• 分子量: 319.809
• InChiKey: UALDNFKTKURWNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,5-二氯吡啶 、 1-[2-(4-氟苯基)乙基]哌嗪 在 palladium diacetate 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以59%的产率得到1-(5-Chloro-pyridin-2-yl)-4-[2-(4-fluoro-phenyl)-ethyl]-piperazine
  参考文献：
  名称：

  A short and efficient synthesis of N-aryl- and N-heteroaryl-N′-(arylalkyl)piperazines

  摘要：

  A new synthesis of N-aryl- and N-heteroaryl-N'-(arylalkl)pipeazines using palladium-catalyzed amination of aryl bromicies and heteroaryl chlorides with mono N-benzyl- or N-(arylethyl)piperazines is reported. Most coupling processes proceed in high yield and good selectivity using either diadmantyl-n-butylphosphine (1), 2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl (2), or 2-((di-tert-butylphosphino)biphenyl (3) as ligand. Applying an automated parallel synthesizer the preparation of a small library of potentially bioactive compounds is easily achieved. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.01.066

文献信息

• A short and efficient synthesis of N-aryl- and N-heteroaryl-N′-(arylalkyl)piperazines
  作者：Dirk Michalik、Kamal Kumar、Alexander Zapf、Annegret Tillack、Michael Arlt、Timo Heinrich、Matthias Beller

  DOI：10.1016/j.tetlet.2004.01.066

  日期：2004.3

  A new synthesis of N-aryl- and N-heteroaryl-N'-(arylalkl)pipeazines using palladium-catalyzed amination of aryl bromicies and heteroaryl chlorides with mono N-benzyl- or N-(arylethyl)piperazines is reported. Most coupling processes proceed in high yield and good selectivity using either diadmantyl-n-butylphosphine (1), 2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl (2), or 2-((di-tert-butylphosphino)biphenyl (3) as ligand. Applying an automated parallel synthesizer the preparation of a small library of potentially bioactive compounds is easily achieved. (C) 2004 Published by Elsevier Ltd.