8-(3-methoxyphenyl)-5-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one | 1584151-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 8-(3-methoxyphenyl)-5-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
• 英文别名: 8-(3-Methoxyphenyl)-5-methyl-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-one；8-(3-methoxyphenyl)-5-methyl-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-one
• CAS: 1584151-32-5
• 化学式: C₁₆H₁₅N₃O₂S
• 分子量: 313.38
• InChiKey: YYMOJWYOFBJKDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  80.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 乙酸乙酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.42h， 以52%的产率得到8-(3-methoxyphenyl)-5-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
  参考文献：
  名称：

  Pyridin-2-one Synthesis Using Ester Enolates and Aryl Aminoaldehydes and Ketones

  摘要：

  An aldol-like cyclocondensation has been used to prepare heterocyclic-fused pyridin-2-ones from aminoaldehydes and ketones upon treatment with a lithium enolate of ethyl acetate or alpha-substituted acetates. These motifs are present in a large number of biologically active natural products and synthetic compounds and can be accessed using mild reaction conditions using readily available starting materials. This methodology allows access to pyrimidinopyridin-2-ones, pyrazolopyridin-2-ones, and pyridopyridazine diones with varying substitution patterns.

  DOI：

  10.1021/jo500284n

文献信息

• Pyridin-2-one Synthesis Using Ester Enolates and Aryl Aminoaldehydes and Ketones
  作者：Tushar Apsunde、Ryan P. Wurz

  DOI：10.1021/jo500284n

  日期：2014.4.4

  An aldol-like cyclocondensation has been used to prepare heterocyclic-fused pyridin-2-ones from aminoaldehydes and ketones upon treatment with a lithium enolate of ethyl acetate or alpha-substituted acetates. These motifs are present in a large number of biologically active natural products and synthetic compounds and can be accessed using mild reaction conditions using readily available starting materials. This methodology allows access to pyrimidinopyridin-2-ones, pyrazolopyridin-2-ones, and pyridopyridazine diones with varying substitution patterns.