N-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide | 1087036-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide
• 英文别名: N-[3-bromo-5-(4-methoxyphenyl)pyrazin-2-yl]pyridinium aminide；[3-Bromo-5-(4-methoxyphenyl)pyrazin-2-yl]-pyridin-1-ium-1-ylazanide
• CAS: 1087036-79-0
• 化学式: C₁₆H₁₃BrN₄O
• 分子量: 357.209
• InChiKey: YOZSMLQSIOJWBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide 在 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以74%的产率得到3-(4''-methoxyphenyl)-pyrido[11,2':2,3]pyrazolo[5,4-b]pyrazine
  参考文献：
  名称：

  A New Class of Pyrazolopyridine Nucleus with Fluorescent Properties, Obtained through Either a Radical or a Pd Arylation Pathway from N-Azinylpyridinium N-Aminides

  摘要：

  The synthesis of dipyridopyrazole and pyridopyrazolopyrazine derivatives--both of which incorporate a 3-aryl moiety--can be achieved in moderate yields by intramolecular radical arylation of pyridinium N-aminides using tris(trimethylsilyl)silane and azobisisobutyronitrile. Improved results were obtained on using Pd direct arylation in conjunction with microwave irradiation. A preliminary study into the fluorescent properties of the target compounds is also reported.

  DOI：

  10.1021/jo801549u
• 作为产物：
  描述：

  N-(5-bromopyrazin-2-yl)pyridinium aminide 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 生成 N-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide
  参考文献：
  名称：

  10.3998/ark.5550190.0015.500

  摘要：

  DOI：

  10.3998/ark.5550190.0015.500

文献信息

• 10.3998/ark.5550190.0015.500
  作者：Gala, Elena、Crdoba, Marta、Izquierdo, M. Luisa、lvarez-Builla, Julio

  DOI：10.3998/ark.5550190.0015.500

  日期：——
• A New Class of Pyrazolopyridine Nucleus with Fluorescent Properties, Obtained through Either a Radical or a Pd Arylation Pathway from <i>N</i>-Azinylpyridinium <i>N</i>-Aminides
  作者：Valentina Abet、Araceli Nuñez、Francisco Mendicuti、Carolina Burgos、Julio Alvarez-Builla

  DOI：10.1021/jo801549u

  日期：2008.11.21

  The synthesis of dipyridopyrazole and pyridopyrazolopyrazine derivatives--both of which incorporate a 3-aryl moiety--can be achieved in moderate yields by intramolecular radical arylation of pyridinium N-aminides using tris(trimethylsilyl)silane and azobisisobutyronitrile. Improved results were obtained on using Pd direct arylation in conjunction with microwave irradiation. A preliminary study into the fluorescent properties of the target compounds is also reported.