3-(2-tolyl)adenine | 1167987-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 3-(2-tolyl)adenine
• 英文别名: 3-(2-methylphenyl)purin-6-amine
• CAS: 1167987-56-5
• 化学式: C₁₂H₁₁N₅
• 分子量: 225.253
• InChiKey: AUFLEALVZABZMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.62
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  8-bromo-3-(2-tolyl)adenine 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以24%的产率得到3-(2-tolyl)adenine
  参考文献：
  名称：

  Copper-Mediated N-Arylation in the Synthesis of Aryladenines

  摘要：

  A series of N3 and N9 aryladenines was prepared by arylation of 8-bromoadenine under modified Chan-Lam-Evans coupling conditions followed by reductive debromination with hydrogen on palladium. Conditions of arylation were optimised to maximise the yield of N3-arylated products. The selectivity of the reaction varied with temperature the ligand used. The best results were obtained in DMF with phenanthroline as a ligand at 60 degrees C.

  DOI：

  10.3987/com-08-11596

文献信息

• Copper-Mediated N-Arylation in the Synthesis of Aryladenines
  作者：Igor Linhart、Jan Krouželka

  DOI：10.3987/com-08-11596

  日期：——

  A series of N3 and N9 aryladenines was prepared by arylation of 8-bromoadenine under modified Chan-Lam-Evans coupling conditions followed by reductive debromination with hydrogen on palladium. Conditions of arylation were optimised to maximise the yield of N3-arylated products. The selectivity of the reaction varied with temperature the ligand used. The best results were obtained in DMF with phenanthroline as a ligand at 60 degrees C.