2-N-phenyl-4-N-(pyridin-3-ylmethyl)pyridine-2,4-diamine

• 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-N-phenyl-4-N-(pyridin-3-ylmethyl)pyridine-2,4-diamine
• 化学式: C₁₇H₁₆N₄
• 分子量: 276.341
• InChiKey: RDAGYXPOJWXWCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  49.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨甲基吡啶 、 4-chloro-N-phenylpyridin-2-amine 在 (R)-1-[(Sp)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine 、 palladium diacetate 、 sodium t-butanolate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 0.5h， 以59%的产率得到2-N-phenyl-4-N-(pyridin-3-ylmethyl)pyridine-2,4-diamine
  参考文献：
  名称：

  Selective palladium-catalysed amination of 4-chloropyridines with benzylamines using the Josiphos ligand

  摘要：

  A synthetic strategy for the synthesis of a library of 4-N-benzylamino-2-N-phenyl-pyridines is herein described. The approach involves a Pd-assisted cross-coupling of a 4-chloro-N-phenylpyridin-2-amine intermediate with a range of benzylamines. A variety of ligands were screened, the most successful being the Josiphos ligand, which gave the desired products in good to moderate yields. The reactions occur quickly, within 30 mm, with full conversion of the intermediate into the desired product. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.09.115

文献信息

• Selective palladium-catalysed amination of 4-chloropyridines with benzylamines using the Josiphos ligand
  作者：Janet L. Hawkins、Clare L. Gregson、Lorraine A. Hassall、Jane L. Holmes

  DOI：10.1016/j.tetlet.2014.09.115

  日期：2014.12

  A synthetic strategy for the synthesis of a library of 4-N-benzylamino-2-N-phenyl-pyridines is herein described. The approach involves a Pd-assisted cross-coupling of a 4-chloro-N-phenylpyridin-2-amine intermediate with a range of benzylamines. A variety of ligands were screened, the most successful being the Josiphos ligand, which gave the desired products in good to moderate yields. The reactions occur quickly, within 30 mm, with full conversion of the intermediate into the desired product. (C) 2014 Elsevier Ltd. All rights reserved.