N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyrazin-2-yl]-N-benzylamine | 1011794-14-1

• 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: N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyrazin-2-yl]-N-benzylamine
• 英文别名: 5-(1-benzothiophen-3-yl)-N-benzyl-3-phenylpyrazin-2-amine
• CAS: 1011794-14-1
• 化学式: C₂₅H₁₉N₃S
• 分子量: 393.512
• InChiKey: QRTYMMFAZICYAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-{N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyrazin-2-yl]-N-benzylamino}pyridinium bromide 在 溶剂黄146 、 锌 作用下， 反应 48.0h， 以63%的产率得到N-[5-(benzo[b]thiophen-3-yl)-3-phenylpyrazin-2-yl]-N-benzylamine
  参考文献：
  名称：

  Suzuki reaction on pyridinium N-haloheteroarylaminides: regioselective synthesis of 3,5-disubstituted 2-aminopyrazines

  摘要：

  An extensive study of Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides has been performed. Mono- and disubstitution on 5- and 3,5-bromo derivatives produced the corresponding aryl derivatives. In the disubstituted compounds regioselective substitution at the 3-position occurred, vicinal to the aminide nitrogen, and this was more evident in pyrazine derivatives. The commonly used strategy involving N-alkylation and reduction of the N-N bond gave rise to a series of 2-alkylamino-3,5-disubstituted-pyrazines. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.057

文献信息

• Suzuki reaction on pyridinium N-haloheteroarylaminides: regioselective synthesis of 3,5-disubstituted 2-aminopyrazines
  作者：Rafael Castillo、M. José Reyes、M. Luisa Izquierdo、Julio Alvarez-Builla

  DOI：10.1016/j.tet.2007.11.057

  日期：2008.2

  An extensive study of Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides has been performed. Mono- and disubstitution on 5- and 3,5-bromo derivatives produced the corresponding aryl derivatives. In the disubstituted compounds regioselective substitution at the 3-position occurred, vicinal to the aminide nitrogen, and this was more evident in pyrazine derivatives. The commonly used strategy involving N-alkylation and reduction of the N-N bond gave rise to a series of 2-alkylamino-3,5-disubstituted-pyrazines. (c) 2007 Elsevier Ltd. All rights reserved.