Methanesulfonyl chloride → 3-{5-[2-(Methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenethyl methanesulfonate

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenyl)ethanol (0.2 mmol) in DCM (2 mL) at 0° C. was added DIEA (71 μL, 0.4 mmol) and mesyl chloride (17 μL, 0.22 mmol). The resulting mixture was stirred at 0° C. for 10 minutes, allowed to warm to RT and stirred for 2 hours. The mixture was diluted with DCM (20 mL) and washed with a saturated aqueous solution of NaHCO3. The aqueous layer was extracted with DCM (3×20 mL). The combined organic fractions were dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was all used in the next step without further purification.

Provenance & Evidence