methyl 5-amino-7-methyl-2-methylthio-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate | 1265901-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 5-amino-7-methyl-2-methylthio-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate
• 英文别名: methyl 5-amino-7-methyl-2-methylsulfanyl-4-phenylpyrrolo[2,3-d]pyrimidine-6-carboxylate
• CAS: 1265901-96-9
• 化学式: C₁₆H₁₆N₄O₂S
• 分子量: 328.395
• InChiKey: AMKLNGBYFNGMPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl 5-amino-4-chloro-7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate 、 苯硼酸 在 potassium phosphate 、 palladium diacetate 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.0h， 以30%的产率得到methyl 5-amino-7-methyl-2-methylthio-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate
  参考文献：
  名称：

  Palladium-catalyzed reaction of methyl 5-amino-4-chloro-2-methylthiopyrrolo[2,3-d]-pyrimidine-6-carboxylate with arylboronic acids. Synthesis of 1,3,4,6-tetraazadibenzo[cd,f]-azulene heterocyclic system

  摘要：

  Densely substituted methyl 5-amino-4-aryl-7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylates were synthesized by the palladium-catalyzed cross-coupling reaction of methyl 5-amino-4-chloro7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate with arylboronic acids using Pd(OAc)(2)/dicyclohexyl(2-biphenyl) phosphine/K3PO4 as a catalyst system. Reaction of methyl 5-amino4-chloro-7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate with 2-formylphenylboronic acid led to a novel heterocyclic system - 1,3,4,6-tetraazadibenzo[cd,f] azulene.

  DOI：

  10.1007/s10593-010-0636-5