N-(5-Acetyl-2-methyl-6-phenyl-pyrimidin-4-yl)-benzamide

• 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: N-(5-Acetyl-2-methyl-6-phenyl-pyrimidin-4-yl)-benzamide
• 英文别名: Cambridge id 5214295；N-(5-acetyl-2-methyl-6-phenylpyrimidin-4-yl)benzamide
• 化学式: C₂₀H₁₇N₃O₂
• 分子量: 331.374
• InChiKey: LHIOIYSXYUSZCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(5-Acetyl-2-methyl-6-phenyl-pyrimidin-4-yl)-benzamide 在 sodium methylate 作用下， 以 正丁醇 为溶剂， 反应 0.17h， 以73%的产率得到2-Methyl-4,7-diphenyl-8H-pyrido[2,3-d]pyrimidin-5-one
  参考文献：
  名称：

  Efficient methods for the synthesis of pyrido[2,3-d]pyrimidin-5-ones from 4-amino-5-acetylpyrimidines

  摘要：

  New methods for annelation of a pyridine ring to a pyrimidine ring were suggested. Substituted 8H-pyrido[2,3-d]pyrimidin-5-ones (8a-f) were synthesized by the interaction of 2,6-disubstituted 4-amino-5-acetylpyrimidines (1-4) with formamide or acetamide acetals followed by cyclization under the action of sodium methoxide in methanol. 2,4-Disubstituted 7-phenyl-8H-pyrido[2,3-d]pyrimidin-5-ones (11a-c) were prepared by the reaction of 2,6-disubstituted 5-acetyl-4-benzoylaminopyrimidines (10a-c) with MeONa in boiling BuOH.

  DOI：

  10.1007/bf00703702
• 作为产物：
  描述：

  4-amino-5-acetyl-2-methyl-4-phenylpyrimidine 、 苯甲酸酐 以 甲苯 为溶剂， 反应 16.0h， 以76%的产率得到N-(5-Acetyl-2-methyl-6-phenyl-pyrimidin-4-yl)-benzamide
  参考文献：
  名称：

  Efficient methods for the synthesis of pyrido[2,3-d]pyrimidin-5-ones from 4-amino-5-acetylpyrimidines

  摘要：

  New methods for annelation of a pyridine ring to a pyrimidine ring were suggested. Substituted 8H-pyrido[2,3-d]pyrimidin-5-ones (8a-f) were synthesized by the interaction of 2,6-disubstituted 4-amino-5-acetylpyrimidines (1-4) with formamide or acetamide acetals followed by cyclization under the action of sodium methoxide in methanol. 2,4-Disubstituted 7-phenyl-8H-pyrido[2,3-d]pyrimidin-5-ones (11a-c) were prepared by the reaction of 2,6-disubstituted 5-acetyl-4-benzoylaminopyrimidines (10a-c) with MeONa in boiling BuOH.

  DOI：

  10.1007/bf00703702

文献信息

• Komkow A. W., Ugrak B. I., Bogdanow W. S., Dorokhow W A., Isw. AN. Ser. khim, (1994) N 8, S 1469-1474
  作者：Komkow A. W., Ugrak B. I., Bogdanow W. S., Dorokhow W A.

  DOI：——

  日期：——
• Efficient methods for the synthesis of pyrido[2,3-d]pyrimidin-5-ones from 4-amino-5-acetylpyrimidines
  作者：A. V. Komkov、B. I. Ugrak、V. S. Bogdanov、V. A. Dorokhov

  DOI：10.1007/bf00703702

  日期：1994.8

  New methods for annelation of a pyridine ring to a pyrimidine ring were suggested. Substituted 8H-pyrido[2,3-d]pyrimidin-5-ones (8a-f) were synthesized by the interaction of 2,6-disubstituted 4-amino-5-acetylpyrimidines (1-4) with formamide or acetamide acetals followed by cyclization under the action of sodium methoxide in methanol. 2,4-Disubstituted 7-phenyl-8H-pyrido[2,3-d]pyrimidin-5-ones (11a-c) were prepared by the reaction of 2,6-disubstituted 5-acetyl-4-benzoylaminopyrimidines (10a-c) with MeONa in boiling BuOH.