4-(Bromomethyl)-1,2-difluorobenzene → 2-(3,4-Difluorobenzyloxy)-6-(2-chlorophenyl)-5-(4-chlorophenyl)nicotinonitrile

Participants

Reaction Conditions

Reaction Steps

To the product of Step C (0.500 g, 1.465 mmol) was added Ag2CO3 (0.606 g, 2.198 mmol), DMF (8 mL), and 3,4-difluorobenzyl bromide (0.28 mL, 2.198 mmol). The reaction was heated to 75° C. for 75 min before cooling and filtering through Celite®545 diatomaceous earth. The solution was concentrated and the residue was purified by flash chromatography (silica gel) eluting with a gradient of 15 to 46% ethyl acetate/hexane affording the product. MS (electrospray) m/e 467.0 MH+ (Rt=4.7 min LC/MS).

Provenance & Evidence