4-chloro-N-[3-(4-methylpiperazin-1-yl)phenyl]pyridin-2-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-chloro-N-[3-(4-methylpiperazin-1-yl)phenyl]pyridin-2-amine
• 化学式: C₁₆H₁₉ClN₄
• 分子量: 302.807
• InChiKey: GQGJFCWAHLFUMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  31.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-二氯吡啶 、 3-(4-甲基哌嗪-1-基)苯胺 在 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以20%的产率得到4-chloro-N-[3-(4-methylpiperazin-1-yl)phenyl]pyridin-2-amine
  参考文献：
  名称：

  Highly regioselective Buchwald–Hartwig amination at C-2 of 2,4-dichloropyridine enabling a novel approach to 2,4-bisanilinopyridine (BAPyd) libraries

  摘要：

  The highly regioselective Buchwald-Hartwig amination at C-2 of the cheap and readily accessible reagent, 2,4-dichloropyridine with a range of anilines and heterocyclic amines is described. This new methodology is robust and provides a facile access to 4-chloro-N-phenylpyridin-2-amines on 0.25 mol scale. These intermediates undergo a further Buchwald-Hartwig amination at higher temperature to enable rapid exploration of the chemical space at C-4 and to provide a library of 2,4-bisaminopyridines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.035

文献信息

• Highly regioselective Buchwald–Hartwig amination at C-2 of 2,4-dichloropyridine enabling a novel approach to 2,4-bisanilinopyridine (BAPyd) libraries
  作者：Rebecca J. Burton、Mandy L. Crowther、Neal J. Fazakerley、Shaun M. Fillery、Barry M. Hayter、Jason G. Kettle、Caroline A. McMillan、Paula Perkins、Peter Robins、Peter M. Smith、Emma J. Williams、Gail L. Wrigley

  DOI：10.1016/j.tetlet.2013.10.035

  日期：2013.12

  The highly regioselective Buchwald-Hartwig amination at C-2 of the cheap and readily accessible reagent, 2,4-dichloropyridine with a range of anilines and heterocyclic amines is described. This new methodology is robust and provides a facile access to 4-chloro-N-phenylpyridin-2-amines on 0.25 mol scale. These intermediates undergo a further Buchwald-Hartwig amination at higher temperature to enable rapid exploration of the chemical space at C-4 and to provide a library of 2,4-bisaminopyridines. (C) 2013 Elsevier Ltd. All rights reserved.