Dimethyl Sulfoxide → HCID 68961411, compound

Participants

Reaction Steps

2-Bromo-1-chloro-4-fluorobenzene (2.1 g, 10 mmol), cis-2,6-dimethylpiperazine (1.4 g, 12 mmol), potassium carbonate (3.3 g, 24 mmol), DMSO (10 mL), and PhMe (2 mL) were heated at 150° C. under nitrogen for 7 h. Acetonitrile (2 mL; to keep subliming piperazine in reaction) was added and the reaction was heated for an additional 12 h. The cooled mixture was poured into water (150 mL) and extracted with diethyl ether (50 mL×2). The combined extracts were washed with water (100 mL) and brine (100 mL). Addition of HCl (5 mL, 4N in dioxane) and filtration provided 1-(3-bromo-4-chlorophenyl)-cis-3,5-dimethylpiperazine hydrochloride as a white solid: MS (ESI): 243.5 (M+H).

Provenance & Evidence