Water → HCID 22382014, Verbindung

To a suspension of 6-methyl-4-(trifluoromethyl)-1H-2-pyridone (2 g, 11.25 mmol) and potassium carbonate (4.68 g, 33.9 mmol) in DME (25 mL) was added iodomethane (9.62 g, 67.8 mmol) at room temperature and the reaction mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature, poured into water (100 mL) and extracted with ethyl acetate (3×100 mL). The combined extracts were washed with brine solution (200 mL) and were dried over anhydrous magnesium sulfate. Filtration of the drying agent and concentration of the solvent gave the crude product which was purified by silica gel chromatography on a Biotage (40 m) column to obtain 2.1 g (97% yield) of 1,6-dimethyl-4-(trifluoromethyl)-2-pyridone as a white solid: mp 80-82° C. EI-HRMS m/e calcd for C8H8F3NO (M+) 191.0558. found 191.0559. b) Preparation of 1,6-dimethyl-3-iodo-4-(trifluoromethyl)-2-pyridone

1. temperaturethe reaction mixture was heated
2. temperatureto reflux overnight
3. extractionextracted with ethyl acetate (3×100 mL)
4. washThe combined extracts were washed with brine solution (200 mL)
5. dry with materialwere dried over anhydrous magnesium sulfate
6. filtrationFiltration of the drying agent and concentration of the solvent
7. customgave the crude product which
8. customwas purified by silica gel chromatography on a Biotage (40 m) column

ORD-Eintrag

ord-c7479619100a42da870923b71fe26fec

Quelldatensatz

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06916933B2