Methyl iodide → 5-Bromo-1,6-dimethyl-1H-pyridin-2-one

Reaktionsgleichung

[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8].IC.[C:12]([O-])([O-])=O.[K+].[K+]>CS(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:9])[N:6]([CH3:12])[C:7]=1[CH3:8]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

To a solution of 5-bromo-6-methylpyridin-2(1H)-one (164 mg, 0.872 mmol) and iodomethane (0.065 mL, 1.047 mmol) in DMSO (3 mL) was added K2CO3 (145 mg, 1.047 mmol). The mixture was stirred at 60° C. overnight, filtered, and purified via preparative HPLC, eluting with a gradient of 20-70% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA) to give the title compound.

Aufarbeitung

filtrationfiltered
custompurified via preparative HPLC
washeluting with a gradient of 20-70% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA)

Quellen und Nachweise

ORD-Eintrag: ord-dd0bac2e0d6f483b8c081e4f44f0112d
Quelldatensatz: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09434743B2

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Komponenten

Edukt 3

HCID 6328Methyl iodide

HCID 11430Potassium Carbonate

HCID 27344173-Bromo-6-hydroxy-2-methylpyridine

Produkt 1

HCID 672819385-Bromo-1,6-dimethyl-1H-pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel