2,3-bis(4-fluorophenyl)pyrido[3,4-b]pyrazine | 309970-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶吡嗪类
• 英文名称: 2,3-bis(4-fluorophenyl)pyrido[3,4-b]pyrazine
• CAS: 309970-10-3
• 化学式: C₁₉H₁₁F₂N₃
• 分子量: 319.313
• InChiKey: CWUXUBCJWYUEBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4-二氨基吡啶 、 4,4'-二氟苯偶酰 在 SBA-15 mesoporous silica supported Fe(III)-Schiff base 作用下， 以 水 为溶剂， 反应 2.0h， 以95%的产率得到2,3-bis(4-fluorophenyl)pyrido[3,4-b]pyrazine
  参考文献：
  名称：

  An iron Schiff base complex loaded mesoporous silica nanoreactor as a catalyst for the synthesis of pyrazine-based heterocycles

  摘要：

  一种铁Schiff碱复合物被包裹在SBA-15介孔硅胶中，以得到Fe(III)-Schiff碱/SBA-15异质纳米催化剂，用于合成吡啶并吡嗪和喹嗪烯杂环。这些反应在水中进行，产率极高。催化剂通过物理化学和光谱方法进行了表征，结果发现其保留了SBA-15的特征通道结构，允许被包裹的金属复合物良好的可及性。

  DOI：

  10.1007/s11243-013-9772-y

文献信息

• Zirconium Schiff-Base Complex Modified Mesoporous Silica as an Efficient Catalyst for the Synthesis of Nitrogen Containing Pyrazine Based Heterocycles
  作者：Reihaneh Malakooti、Ghasem Rezanejade Bardajee、Hesamaldin Mahmoudi、Nahale Kakavand

  DOI：10.1007/s10562-013-0999-1

  日期：2013.8

  Zirconium Schiff-base complex modified SBA-15 was synthesized and characterized by powder X-ray diffraction (XRD), BET nitrogen adsorption–desorption methods, IR spectroscopy and thermogravimetric analysis. The XRD and BET analyses show that textural properties of SBA-15 were retained during the grafting procedure. The modified SBA was successfully applied as a heterogeneous catalyst for the synthesis

  合成了锆席夫碱配合物改性的 SBA-15，并通过粉末 X 射线衍射 (XRD)、BET 氮吸附-解吸方法、红外光谱和热重分析进行了表征。XRD 和 BET 分析表明 SBA-15 的结构特性在接枝过程中得以保留。改性的 SBA 作为多相催化剂成功应用于合成含氮吡嗪基杂环库，在水介质中以良好的收率。图文摘要锆席夫碱配合物改性介孔二氧化硅作为合成含氮杂环的有效催化剂吡嗪基杂环
• ZrOCl2·8H2O in water: An efficient catalyst for rapid one-pot synthesis of pyridopyrazines, pyrazines and 2,3-disubstituted quinoxalines
  作者：Ghasem Rezanejade Bardajee

  DOI：10.1016/j.crci.2013.02.018

  日期：2013.10

  Zirconium(IV) oxide chloride was found to be a rapid and efficient catalyst for the synthesis of pyrazines and 2,3-disubstituted quinoxalines in water. A variety of pyridopyrazine and 2,3-disubstituted quinoxaline derivatives are readily prepared in high yields under green conditions by cyclocondensation of the desired 1,2-diamine and 1,2-diketone using a catalytic amount of zirconium(IV) oxide chloride

  摘要 氧化锆 (IV) 氯化锆被发现是一种快速有效的催化剂，可用于在水中合成吡嗪和 2,3-二取代喹喔啉。多种吡啶并吡嗪和 2,3-二取代喹喔啉衍生物可在绿色条件下通过所需的 1,2-二胺和 1,2-二酮使用催化量的氧化锆 (IV) 在水中进行环缩合而以高产率轻松制备. 活性较低的二胺，例如 2,3-和 3,4-二氨基吡啶参与了该协议，以提供具有良好到优异产率的所需产品。
• Efficient solvent-free synthesis of pyridopyrazine and quinoxaline derivatives using copper-DiAmSar complex anchored on SBA-15 as a reusable catalyst
  作者：Marzieh Mohammadi、Ghasem Rezanejade Bardajee、Nader Noroozi Pesyan

  DOI：10.1016/s1872-2067(15)60845-2

  日期：2015.8

  A catalytic system comprising mesoporous silica functionalized with Cu(II)-DiAmSar was synthesized. This was demonstrated as an efficient heterogeneous catalyst for the synthesis of biologically useful pyridopyrazine and quinoxaline heterocycles under solvent-free conditions. X-ray diffraction, transmission electron microscopy, N-2 adsorption-desorption, Fourtier transformation infrared spectroscopy, and thermogravimetric analysis were used to characterize the catalyst and investigate the texture of SBA-15 during the grafting process. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• Covalent anchoring of copper-Schiff base complex into SBA-15 as a heterogeneous catalyst for the synthesis of pyridopyrazine and quinoxaline derivatives
  作者：Ghasem Rezanejade Bardajee、Reihaneh Malakooti、Fereshteh Jami、Zeinab Parsaei、Hassan Atashin

  DOI：10.1016/j.catcom.2012.06.028

  日期：2012.10

  The ordered mesoporous silica SBA-15 was covalently anchored with copper (II) Schiff base complex to afford Cu(II)-Schiff base/SBA-15 catalyst. Powder X-ray diffraction, nitrogen adsorption-desorption analyses and TEM image confirm not only the retaining of support properties after anchoring but also the existence of void space in nanometer scale which result in good catalytic activity in the synthesis of pyridopyrazine and quinoxaline derivatives. (C) 2012 Elsevier B.V. All rights reserved.
• An iron Schiff base complex loaded mesoporous silica nanoreactor as a catalyst for the synthesis of pyrazine-based heterocycles
  作者：Reihaneh Malakooti、Ghasem Rezanejade Bardajee、Somayyeh Hadizadeh、Hassan Atashin、Hadiseh Khanjari

  DOI：10.1007/s11243-013-9772-y

  日期：2014.2

  An iron Schiff base complex was encapsulated in SBA-15 mesoporous silica to afford a Fe(III)-Schiff base/SBA-15 heterogeneous nanocatalyst for the synthesis of pyridopyrazine and quinoxaline heterocycles. These reactions proceeded in water with excellent yields. The catalyst was characterized by physico-chemical and spectroscopic methods and found to retain the characteristic channel structures of the SBA-15, allowing good accessibility of the encapsulated metal complex.

  一种铁Schiff碱复合物被包裹在SBA-15介孔硅胶中，以得到Fe(III)-Schiff碱/SBA-15异质纳米催化剂，用于合成吡啶并吡嗪和喹嗪烯杂环。这些反应在水中进行，产率极高。催化剂通过物理化学和光谱方法进行了表征，结果发现其保留了SBA-15的特征通道结构，允许被包裹的金属复合物良好的可及性。