Pyridine → 3-{4-[3-(4-Nitrophenyl)-2-oxo-2H-pyridin-1-yl]phenyl}propionic acid ethyl ester

HRID 2218130ノート

反応式

HRID 2218130 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:11](=[O:16])[NH:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(C(C)C)CC)(C)C.N1C=CC=CC=1.[CH2:32]([O:34][C:35]([CH2:37][CH2:38][C:39]1[CH:44]=[CH:43][C:42](B(O)O)=[CH:41][CH:40]=1)=[O:36])[CH3:33]>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH2:32]([O:34][C:35](=[O:36])[CH2:37][CH2:38][C:39]1[CH:44]=[CH:43][C:42]([N:12]2[CH:13]=[CH:14][CH:15]=[C:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:11]2=[O:16])=[CH:41][CH:40]=1)[CH3:33]

参加物

7

反応物 4

HCID 1049PyridineHCID 81531DiisopropylethylamineHCID 38517004-(2-Ethoxycarbonylethyl)benzeneboronic acidHCID 541614103-(4-Nitrophenyl)pyridin-2(1H)-one

生成物 1

HCID 693003343-{4-[3-(4-Nitrophenyl)-2-oxo-2H-pyridin-1-yl]phenyl}propionic acid ethyl ester

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6344Dichloromethane溶媒

実験手順

3-(4-Nitrophenyl)-1H-pyridin-2-one (P3) (0.2 g, 0.92 mmol), copper (II) acetate (0.334 g, 2 equiv.), diisopropylethylamine (0.31 mL, 2 equiv.), and pyridine (0.15 mL, 2 equiv.) were added to a stirred solution of 4-(2-ethoxycarbonylethyl)phenyl boronic acid (0.308 g, 1.3 mmol) in dichloromethane (10 mL). The reaction mixture was then stirred under argon at room temperature for 4 hours. The solution was then filtered through celite, concentrated and purified by chromatography on silica gel (50% v/v ethyl acetate in hexane) to afford the title compound as an oil.

後処理

  1. filtrationThe solution was then filtered through celite,
  2. concentrationconcentrated
  3. custompurified by chromatography on silica gel (50% v/v ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-4aa9d962a0e24c18bd33e83306bfd2b0
出典データセット
uspto-grants-2008_08
特許番号
US07410984B2

反応ノート

読み込み中…