1-{N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyridin-2-yl]-N-benzylamino}pyridinium bromide | 1224592-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1-{N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyridin-2-yl]-N-benzylamino}pyridinium bromide
• CAS: 1224592-73-7
• 化学式: Br*C₃₁H₂₄N₃S
• 分子量: 550.522
• InChiKey: UXAVQMUOPKDXHM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  20.01
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-{N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyridin-2-yl]-N-benzylamino}pyridinium bromide 在 溶剂黄146 、 锌 作用下， 反应 24.0h， 以70%的产率得到N-[5-(benzo[b]thiophen-3-yl)-3-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
• 作为产物：
  描述：

  N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyridin-2-yl]pyridinium aminide 、 溴甲苯 以 丙酮 为溶剂， 反应 96.0h， 以71%的产率得到1-{N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyridin-2-yl]-N-benzylamino}pyridinium bromide
  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