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

HRID 2218120
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HRID 2218120 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].[CH2:17]([O:19][C:20](=[O:31])[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29]Cl)=[CH:25][CH:24]=1)[CH3:18].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH2:17]([O:19][C:20](=[O:31])[CH2:21][CH2:22][C:23]1[CH:24]=[CH:25][C:26]([CH2:29][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:27][CH:28]=1)[CH3:18]
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 11107077Ethyl 3-[4-(chloromethyl)phenyl]propanoateHCID 541614103-(4-Nitrophenyl)pyridin-2(1H)-one

생성물 1

HCID 693004653-{4-[3-(4-Nitrophenyl)-2-oxo-2H-pyridin-1-ylmethyl]phenyl}propionic acid ethyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-(4-Nitrophenyl)-1H-pyridin-2-one (P3, 200 mg, 0.93 mmol), 3-(4-chloromethyl-phenyl)propionic acid ethyl ester (P6, 270 mg, 1.20 mmol) and cesium carbonate (900 mg, 2.78 mmol) were stirred for 18 hours in dimethyl formamide (5 mL) at room temperature. The reaction mixture was filtered through celite (Diatomaceous Earth), concentrated and the crude mixture was purified by chromatography on silica gel (50% v/v ethyl acetate in petroleum ether) to afford the title compound as a solid.

후처리

  1. filtrationThe reaction mixture was filtered through celite (Diatomaceous Earth)
  2. concentrationconcentrated
  3. customthe crude mixture was purified by chromatography on silica gel (50% v/v ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-bd696b99af21491bb6f00198778f7ed2
출처 데이터셋
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07410984B2

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