Methyl iodide → N-(5-Bromo-4-methyl-2-pyridinyl)-N-methylmethanesulfonamide

HRID 1694762

Reaktionsgleichung

Reaktionsgleichung von HRID 1694762
[Br:1][C:2]1[C:3]([CH3:13])=[CH:4][C:5]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[N:6][CH:7]=1.[C:14](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[Br:1][C:2]1[C:3]([CH3:13])=[CH:4][C:5]([N:8]([CH3:14])[S:9]([CH3:12])(=[O:10])=[O:11])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 67280818N-(5-bromo-4-methylpyridin-2-yl)methanesulfonamide

Produkt 1

HCID 67280607N-(5-Bromo-4-methyl-2-pyridinyl)-N-methylmethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The product from step (i) (2.23 g), potassium carbonate (2.33 g) and methyl iodide (0.7 ml) were stirred in DMF (20 ml) for 20 h. The reaction was quenched with water, extracted with EtOAc, dried (MgSO4) and evaporated. The residue was purified by chromatography on silica eluting with 30% EtOAc/isohexane. Yield 1.5 g. Carried forward to step (ii) without characterisation.

Aufarbeitung

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by chromatography on silica eluting with 30% EtOAc/isohexane

Quellen und Nachweise

ORD-Eintrag
ord-162851ddd35c48c4be538806b1fc5bdf
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158820B2

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