N-[3-(benzo[b]thiophen-3-yl)-5-phenylpyridin-2-yl]-N-benzylamine | 1224592-79-3

• 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: N-[3-(benzo[b]thiophen-3-yl)-5-phenylpyridin-2-yl]-N-benzylamine
• CAS: 1224592-79-3
• 化学式: C₂₆H₂₀N₂S
• 分子量: 392.524
• InChiKey: CUBFZCFKHUHOQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  24.92
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-{N-[3-(benzo[b]thiophen-3-yl)-5-phenylpyridin-2-yl]-N-benzylamino}pyridinium bromide 在 溶剂黄146 、 锌 作用下， 反应 24.0h， 以60%的产率得到N-[3-(benzo[b]thiophen-3-yl)-5-phenylpyridin-2-yl]-N-benzylamine
  参考文献：
  名称：

  Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines

  摘要：

  Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides allow access to 3,5-disubstituted N-alkyl-2-aminopyridines The synthetic pathway involves a regioselective brommation of pyridinum N-(pyridin-2-yl)aminide and a subsequent reaction with boronic acids to afford monosubstituted aminides in good yields An additional brommation in the 5-position of the pyridine ring followed by a coupling reaction gives pyridinium N-(3,5-diarylpyridin-2-yl)aminides Finally, a regioselective alkylation on the exo-nitrogen and reduction of the N-N bond yields highly substituted 2-aminopyridines (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.036

文献信息

• Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines
  作者：Marta Córdoba、Rafael R. Castillo、M. Luisa Izquierdo、Julio Alvarez-Builla

  DOI：10.1016/j.tet.2010.02.036

  日期：2010.4

  Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides allow access to 3,5-disubstituted N-alkyl-2-aminopyridines The synthetic pathway involves a regioselective brommation of pyridinum N-(pyridin-2-yl)aminide and a subsequent reaction with boronic acids to afford monosubstituted aminides in good yields An additional brommation in the 5-position of the pyridine ring followed by a coupling reaction gives pyridinium N-(3,5-diarylpyridin-2-yl)aminides Finally, a regioselective alkylation on the exo-nitrogen and reduction of the N-N bond yields highly substituted 2-aminopyridines (C) 2010 Elsevier Ltd All rights reserved