1-(3-Chlorophenyl)piperazine monohydrochloride → HCID 69605145, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of [(2R)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl 4-bromobenzenesulfonate (647 mg, 1.44 mmol), 3-chlorophenyl-piperazine hydrochloride (1.0 g, 4.3 mmol) and diisopropylethylamine (0.75 mL, 4.3 mmol) in anhydrous DMSO (6 mL) were heated at 50° C. overnight. The cooled reaction mixture was diluted with saturated aqueous sodium bicarbonate (10 mL) and extracted with ethyl acetate (3×10 mL). The combined organic layers were washed with brine (3×30 mL), dried over MgSO4, filtered, and concentrated in vacuo. Flash chromatography on silica gel (5% MeOH/CH2Cl) afforded 280 mg (68%) of the desired product as a beige solid: mp 110–112° C.; MS (ESI) m/z nnn [M+H]+.

Provenance & Evidence