2-Chloro-3-(trifluoromethyl)benzoyl chloride → 3-Chloro-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Participants

Reaction Steps

3-Chloro-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (I20) (450 mg, 2.86 mmol) and diethylaminomethyl polystyrene (2855 mg, 9.14 mmol) were slurried in dichloromethane (DCM) (10 mL) and treated with 2-chloro-3-(trifluoromethyl)benzoyl chloride (763 mg, 3.14 mmol). The slurry was stirred at RT for 24 h, whereupon the resin was filtered and washed with dichloromethane (20 mL). The filtrate was concentrated in vacuo to afford 911 mg of material that was purified by flash chromatography (Isolera, 10 g, 0-100% ethyl acetate/iso-hexane) to afford a crude product which was further purified by MDAP to afford desired product in 373 mg.

Provenance & Evidence