Methyl iodide → N-(2-Bromo-pyridin-3-yl)-4-fluoro-N-methyl-benzenesulfonamide

HRID 1716282Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1716282
[Br:1][C:2]1[C:7]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:6][CH:5]=[CH:4][N:3]=1.[C:19]([O-])([O-])=O.[Cs+].[Cs+].IC>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[C:7]([N:8]([CH3:19])[S:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:6][CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 86619934N-(2-Bromo-pyridin-3-yl)-4-fluoro-benzenesulfonamide

Produkt 1

HCID 86619935N-(2-Bromo-pyridin-3-yl)-4-fluoro-N-methyl-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of N-(2-bromo-pyridin-3-yl)-4-fluoro-benzenesulfonamide (0.3 g, 0.9 mmol) from Step A in DMF (4 ml) was added Cs2CO3 (0.4 g, 1.3 mmol). To the mixture iodomethane (0.128 ml, 2 mmol) was added at room temperature. The mixture was stirred for 5 hours and then was diluted with EtOAc and washed with saturated NaCl solution. The organic phase was dried over sodium sulfate and concentrated. The crude was purified through Chromatography. (3-4% EtOAc in dichloromethane). MS 344.9 (M+H)+

Aufarbeitung

  1. washwashed with saturated NaCl solution
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated
  4. customThe crude was purified through Chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b0fcd8dbdc56448a835c3b1e8816b0e2
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803793B2

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