1-(2,4-dimethoxypyrimidin-5-yl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline | 1429337-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,4-dimethoxypyrimidin-5-yl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline
• 英文别名: 1-(2,4-Dimethoxypyrimidin-5-yl)-5,6-dihydrotriazolo[5,1-a]isoquinoline
• CAS: 1429337-68-7
• 化学式: C₁₆H₁₅N₅O₂
• 分子量: 309.327
• InChiKey: ATDZDPLSKCNSFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2,4-dimethoxypyrimidin-5-yl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以85%的产率得到5-(5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinolin-1-yl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Facile Synthesis of [1,2,3]-Triazole-Fused Isoindolines, Tetrahydroisoquino­lines, Benzoazepines and Benzoazocines by Palladium-Copper Catalysed Heterocyclisation­

  摘要：

  An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types.

  DOI：

  10.1055/s-0032-1316839
• 作为产物：
  描述：

  2-(2-碘苯基)-1-乙醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium azide 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 1-(2,4-dimethoxypyrimidin-5-yl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline
  参考文献：
  名称：

  Facile Synthesis of [1,2,3]-Triazole-Fused Isoindolines, Tetrahydroisoquino­lines, Benzoazepines and Benzoazocines by Palladium-Copper Catalysed Heterocyclisation­

  摘要：

  An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types.

  DOI：

  10.1055/s-0032-1316839