N-[(3'-bromo-5'-(4''-methylphenyl)pyrazin-2'-yl)-(4'''-methylbenzoyl)-amino]pyridinium chloride | 1087037-08-8

• 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'-bromo-5'-(4''-methylphenyl)pyrazin-2'-yl)-(4'''-methylbenzoyl)-amino]pyridinium chloride
• 英文别名: N-[3-bromo-5-(4-methoxyphenyl)pyrazin-2-yl]-4-methyl-N-pyridin-1-ium-1-ylbenzamide;chloride
• CAS: 1087037-08-8
• 化学式: C₂₄H₂₀BrN₄O₂*Cl
• 分子量: 511.805
• InChiKey: RCMIJOSURCTGAY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(3'-bromo-5'-(4''-methylphenyl)pyrazin-2'-yl)-(4'''-methylbenzoyl)-amino]pyridinium chloride 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-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide 、 对甲基苯甲酰氯 以 丙酮 为溶剂， 以98%的产率得到N-[(3'-bromo-5'-(4''-methylphenyl)pyrazin-2'-yl)-(4'''-methylbenzoyl)-amino]pyridinium chloride
  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

文献信息

• 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.