7-methoxy-5,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydropyrido[3,4-b]pyrazine | 865860-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 7-methoxy-5,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydropyrido[3,4-b]pyrazine
• 英文别名: 5,8-Difluoro-7-methoxy-1,4-dimethyl-2,3-dihydropyrido[3,4-b]pyrazine
• CAS: 865860-90-8
• 化学式: C₁₀H₁₃F₂N₃O
• 分子量: 229.23
• InChiKey: SHYDGYYHJAYUGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-methoxy-5,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydropyrido[3,4-b]pyrazine 、 乙醇 在 sodium 作用下， 反应 48.0h， 以77%的产率得到5-ethoxy-8-fluoro-7-methoxy-1,4-dimethyl-1,2,3,4-tetrahydropyrido[3,4-b]pyrazine
  参考文献：
  名称：

  Tetrahydropyrido[3,4-b]pyrazine Scaffolds from Pentafluoropyridine

  摘要：

  Representative polyfunctional tetrahydropyrido[3,4-b]pyrazine scaffolds have been synthesized very readily by a one-pot annelation reaction of pentafluoropyridine with appropriate diamines. The trifluorinated pyridopyrazine products react sequentially with various nucleophiles to give polysubstituted tetrahydropyridopyrazines, demonstrating the potential of the polyfluorinated ring fused pyridine system as a scaffold for the synthesis of previously inaccessible polysubstituted pyridopyrazine derivatives. This general approach has special relevance to the development of new chemical entities for the life science industries and particularly in the drug discovery arena, in which low molecular weight, polyfunctional heterocyclic derivatives are playing an increasingly important role.

  DOI：

  10.1021/jo0508696
• 作为产物：
  描述：

  五氟吡啶 在 sodium 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 162.0h， 生成 7-methoxy-5,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydropyrido[3,4-b]pyrazine
  参考文献：
  名称：

  Tetrahydropyrido[3,4-b]pyrazine Scaffolds from Pentafluoropyridine

  摘要：

  Representative polyfunctional tetrahydropyrido[3,4-b]pyrazine scaffolds have been synthesized very readily by a one-pot annelation reaction of pentafluoropyridine with appropriate diamines. The trifluorinated pyridopyrazine products react sequentially with various nucleophiles to give polysubstituted tetrahydropyridopyrazines, demonstrating the potential of the polyfluorinated ring fused pyridine system as a scaffold for the synthesis of previously inaccessible polysubstituted pyridopyrazine derivatives. This general approach has special relevance to the development of new chemical entities for the life science industries and particularly in the drug discovery arena, in which low molecular weight, polyfunctional heterocyclic derivatives are playing an increasingly important role.

  DOI：

  10.1021/jo0508696

文献信息

• Tetrahydropyrido[3,4-<i>b</i>]pyrazine Scaffolds from Pentafluoropyridine
  作者：Graham Sandford、Rachel Slater、Dmitrii S. Yufit、Judith A. K. Howard、Antonio Vong

  DOI：10.1021/jo0508696

  日期：2005.9.1

  Representative polyfunctional tetrahydropyrido[3,4-b]pyrazine scaffolds have been synthesized very readily by a one-pot annelation reaction of pentafluoropyridine with appropriate diamines. The trifluorinated pyridopyrazine products react sequentially with various nucleophiles to give polysubstituted tetrahydropyridopyrazines, demonstrating the potential of the polyfluorinated ring fused pyridine system as a scaffold for the synthesis of previously inaccessible polysubstituted pyridopyrazine derivatives. This general approach has special relevance to the development of new chemical entities for the life science industries and particularly in the drug discovery arena, in which low molecular weight, polyfunctional heterocyclic derivatives are playing an increasingly important role.