2,4-Dichlorobenzoyl chloride → 7-[(2,4-Dichlorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

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Reaction Steps

2-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (0.096 g, 0.5 mmol, intermediate 4) and diethylaminomethyl polystyrene (0.469 g, 1.500 mmol) were slurried in dichloromethane (DCM) (5 ml). 2,4-Dichlorobenzoyl chloride (0.084 ml, 0.600 mmol) was added and the mixture stirred at room temperature for 24 h. The resin was filtered, washed with dichloromethane and the filtrate concentrated in vacuo to afford crude product which was purified by flash chromatography (Biotage SP4, 25+S, eluting with a 0-100% gradient of ethyl acetate/iso-hexane) to afford 7-[(2,4-dichlorophenyl)carbonyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (0.178 g, 0.489 mmol, 98% yield).

Provenance & Evidence