Sodium Bicarbonate → 6-(1-fluoro-2-(3-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)ethyl)-3-(2-fluoro-5-methoxyphenyl)-2-neopentylpyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)-2-(3-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)ethanol (312.5 mg) in toluene (5.0 mL) was added bis(2-methoxyethyl)aminosulfur trifluoride (170 μL) at 0° C., and the mixture was stirred at 0° C. for 5 min. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as an orange oil. This compound was used for the next step without further purification.

Provenance & Evidence