(2-Hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-3-yl)(phenyl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-3-yl)(phenyl)methanone
• 英文别名: 3-benzoyl-1,5,6,7,8,9-hexahydrocyclohepta[b]pyridin-2-one
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: WPOOOTILNMMKES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(1-dimethylaminomethylidene)cycloheptanone 、 苯甲酰乙腈 以 乙醇 为溶剂， 反应 24.0h， 以53%的产率得到(2-Hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-3-yl)(phenyl)methanone
  参考文献：
  名称：

  An Efficient Synthesis of Functionalized 2-Pyridones by Direct Route or via Amide/Enolate Ammonium Salt Intermediates

  摘要：

  A number of compounds with a 2-pyridone structure 3, which have different substituents and are analogous to cardiotonic drugs like milrinone, have been synthesized in high yields from the appropriate enamino ketones 2 using different cyanomethylene active compounds (methyl cyanoacetate, benzoylacetonitrile and phenylsulfonylacetonitrile). In this synthetic route, the active role of the dimethylamine released in situ on the cyclization process has been underlined. In particular, its direct intervention, as a nucleophile or a base, was proven and intermediate amides 5 or enolate ammonium salts 6 were isolated and recognized by the analytical and spectral data.

  DOI：

  10.1055/s-1999-3531

文献信息

• An Efficient Synthesis of Functionalized 2-Pyridones by Direct Route or via Amide/Enolate Ammonium Salt Intermediates
  作者：Francesco Bondavalli

  DOI：10.1055/s-1999-3531

  日期：1999.7

  A number of compounds with a 2-pyridone structure 3, which have different substituents and are analogous to cardiotonic drugs like milrinone, have been synthesized in high yields from the appropriate enamino ketones 2 using different cyanomethylene active compounds (methyl cyanoacetate, benzoylacetonitrile and phenylsulfonylacetonitrile). In this synthetic route, the active role of the dimethylamine released in situ on the cyclization process has been underlined. In particular, its direct intervention, as a nucleophile or a base, was proven and intermediate amides 5 or enolate ammonium salts 6 were isolated and recognized by the analytical and spectral data.