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

HRID 2218130노트

반응식

HRID 2218130 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4aa9d962a0e24c18bd33e83306bfd2b0
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07410984B2

반응 노트

불러오는 중…