8-acetyl-7-methyl-6-propyl-5,6-dihydro-1,6-naphthyridin-5-one | 499241-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-acetyl-7-methyl-6-propyl-5,6-dihydro-1,6-naphthyridin-5-one
• 英文别名: 8-Acetyl-7-methyl-6-propyl-1,6-naphthyridin-5-one
• CAS: 499241-05-3
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: LIIUDXOILKGDQY-UHFFFAOYSA-N

物化性质

• 沸点：
  445.6±45.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-acetyl-7-methyl-6-propyl-5,6-dihydro-1,6-naphthyridin-5-one 在 乙酸铵 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 4-Methyl-10-propyl-10H-3,5,10-triaza-phenanthren-9-one
  参考文献：
  名称：

  Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones

  摘要：

  Reaction of a set of enaminones with 2-chloronicotinoyl chloride or 2,6-dichloro-5-fluoronicotinoyl chloride mainly leads to N-acylation products which cyclize directly or reacting with sodium hydride to give 8-acyl-7-alkyl-1, 6-naphthyridin-5(6H)-ones. Due to their easy availability these compounds are attractive precursors for synthesis of polycondensed heterocycles like naphtho[2,3-h] [1,6] naphthyridin-5-ones and pyrido [3,2-c] [1,6]naphthyridin-6-ones. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01028-1
• 作为产物：
  描述：

  2-Chloro-N-((E)-1-methyl-3-oxo-but-1-enyl)-N-propyl-nicotinamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以51%的产率得到8-acetyl-7-methyl-6-propyl-5,6-dihydro-1,6-naphthyridin-5-one
  参考文献：
  名称：

  Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones

  摘要：

  Reaction of a set of enaminones with 2-chloronicotinoyl chloride or 2,6-dichloro-5-fluoronicotinoyl chloride mainly leads to N-acylation products which cyclize directly or reacting with sodium hydride to give 8-acyl-7-alkyl-1, 6-naphthyridin-5(6H)-ones. Due to their easy availability these compounds are attractive precursors for synthesis of polycondensed heterocycles like naphtho[2,3-h] [1,6] naphthyridin-5-ones and pyrido [3,2-c] [1,6]naphthyridin-6-ones. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01028-1

文献信息

• Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones
  作者：Magali Valès、Vladimir Lokshin、Gérard Pèpe、Robert Guglielmetti、André Samat

  DOI：10.1016/s0040-4020(02)01028-1

  日期：2002.10

  Reaction of a set of enaminones with 2-chloronicotinoyl chloride or 2,6-dichloro-5-fluoronicotinoyl chloride mainly leads to N-acylation products which cyclize directly or reacting with sodium hydride to give 8-acyl-7-alkyl-1, 6-naphthyridin-5(6H)-ones. Due to their easy availability these compounds are attractive precursors for synthesis of polycondensed heterocycles like naphtho[2,3-h] [1,6] naphthyridin-5-ones and pyrido [3,2-c] [1,6]naphthyridin-6-ones. (C) 2002 Elsevier Science Ltd. All rights reserved.