6-benzyl-8-methoxycarbonyl-7-(2-phenylethyl)-1,6-naphthyridin-5(6H)-one | 1536110-90-3

• 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: 6-benzyl-8-methoxycarbonyl-7-(2-phenylethyl)-1,6-naphthyridin-5(6H)-one
• 英文别名: Methyl 6-benzyl-5-oxo-7-(2-phenylethyl)-1,6-naphthyridine-8-carboxylate；methyl 6-benzyl-5-oxo-7-(2-phenylethyl)-1,6-naphthyridine-8-carboxylate
• CAS: 1536110-90-3
• 化学式: C₂₅H₂₂N₂O₃
• 分子量: 398.461
• InChiKey: CZKYYXUWNHOHNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯烟酸 在 氯化亚砜 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 11.0h， 生成 6-benzyl-8-methoxycarbonyl-7-(2-phenylethyl)-1,6-naphthyridin-5(6H)-one
  参考文献：
  名称：

  Isoquinolin-1(2H)-ones and 1,6-naphthyridin-5(6H)-ones by an N-acylation-SNAr sequence

  摘要：

  A new synthesis of 2,3-dialkyl-4-carbomethoxyisoquinolin-1(2H)-ones and 6,7-dialky1-8-carbomethoxy1,6-naphthyridin-5(6H)-ones is reported. The process involves treatment of a beta-enaminoester with 2-fluoro-5-nitrobenzoyl chloride, 2-fluorobenzoyl chloride or 2-chloronicotinoyl chloride followed by heating in the presence of base. The conversion, which proceeds by an N-acylation-SNAr reaction sequence, affords 50-86% yields when R-1 is n-alkyl but <= 30% yields when R-1 is alpha-branched. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.033

文献信息

• Isoquinolin-1(2H)-ones and 1,6-naphthyridin-5(6H)-ones by an N-acylation-SNAr sequence
  作者：Richard A. Bunce、Baskar Nammalwar、Krishna Kumar Gnanasekaran、Nicholas R. Cain

  DOI：10.1016/j.tet.2013.12.033

  日期：2014.1

  A new synthesis of 2,3-dialkyl-4-carbomethoxyisoquinolin-1(2H)-ones and 6,7-dialky1-8-carbomethoxy1,6-naphthyridin-5(6H)-ones is reported. The process involves treatment of a beta-enaminoester with 2-fluoro-5-nitrobenzoyl chloride, 2-fluorobenzoyl chloride or 2-chloronicotinoyl chloride followed by heating in the presence of base. The conversion, which proceeds by an N-acylation-SNAr reaction sequence, affords 50-86% yields when R-1 is n-alkyl but <= 30% yields when R-1 is alpha-branched. (C) 2013 Elsevier Ltd. All rights reserved.