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Cesium carbonate → Isohexane ethyl acetate

HRID 1443997
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HRID 1443997 반응식
Br[C:2]1[N:3]=[C:4]([O:28][CH3:29])[C:5]([N:8](COCC[Si](C)(C)C)[S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])(=[O:11])=[O:10])=[N:6][CH:7]=1.[CH3:30][O:31][C:32](=[O:35])[CH2:33][SH:34].[C:36](=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C.ClCCl>[C:32]([O:31][CH2:30][CH3:2])(=[O:35])[CH3:33].[CH3:12][CH2:17][CH2:16][CH:15]([CH3:14])[CH3:36].[Cl:19][C:13]1[C:14]([Cl:18])=[CH:15][CH:16]=[CH:17][C:12]=1[S:9]([NH:8][C:5]1[N:6]=[CH:7][C:2]([S:34][CH2:33][C:32]([OH:35])=[O:31])=[N:3][C:4]=1[O:28][CH3:29])(=[O:10])=[O:11]
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참가 물질

7

반응물 3

HCID 10796Cesium carbonateHCID 16907Methyl ThioglycolateHCID 59168156N-(5-Bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide

생성물 2

HCID 21882781Isohexane ethyl acetateHCID 59168222[5-(2,3-Dichlorobenzenesulphonylamino)-6-methoxy-2-pyrazinylsulphanyl]acetic acid

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 6344Dichloromethane용매

실험 절차

N-(5-Bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide (0.40 g), mercaptoacetic acid methyl ester (0.1 g) and caesium carbonate (0.6 g) in acetonitril (10 mL) was stirred at room temperature. After 16 h, the solution was diluted with dichloromethane, filtered and evaporated. Chromatography on silica gel eluting with ethyl acetate/isohexane mixtures gave the title compound with SEM group attached. The compound was dissolved in trifluoroacetic acid (5mL). After 2 h, toluene (20 mL) was added and the solution evaporated. Chromatography on silica gel eluting with ethyl acetate/isohexane mixtures gave the title compound as a white solid (0.15 g).

후처리

  1. filtrationfiltered
  2. customevaporated

출처 및 근거

ORD 기록
ord-46cfcfc59bf34673946f4faaf5e7fc76
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07662825B2

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