ethyl 3-amino-1-(5-{[(3-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)carbonyl]}-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-2-yl)-1H-pyrazole-4-carboxylate | 1449431-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-amino-1-(5-{[(3-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)carbonyl]}-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-2-yl)-1H-pyrazole-4-carboxylate
• 英文别名: Ethyl 3-amino-1-[5-(3-amino-4-ethoxycarbonylpyrazole-1-carbonyl)-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidin-2-yl]pyrazole-4-carboxylate；ethyl 3-amino-1-[5-(3-amino-4-ethoxycarbonylpyrazole-1-carbonyl)-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidin-2-yl]pyrazole-4-carboxylate
• CAS: 1449431-77-9
• 化学式: C₂₅H₂₈N₈O₆
• 分子量: 536.547
• InChiKey: ZGEGONDPFANZDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  191
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  ethyl 2-[(2-ethoxy-2-oxoethyl)sulfanyl]-6-(4-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carboxylate 在 吡啶 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 ethyl 3-amino-1-(5-{[(3-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)carbonyl]}-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-2-yl)-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives

  摘要：

  Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylenecyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.

  DOI：

  10.3987/com-13-12663

文献信息

• Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives
  作者：Azza M. El-Kazak、Kamelia M. El-mahdy

  DOI：10.3987/com-13-12663

  日期：——

  Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylenecyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.