Hydrochloric Acid → HCID 23159882, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 3-(4-([4-(chloromethyl)benzyl]oxy}phenyl)propanoate (50 mg, 0.16 mmol) in N,N-dimethylformamide (1 mL) were added a suspension of 1-(2-benzenesulfonylethyl)piperazine dihydrochloride (62 mg, 0.19 mmol) in N,N-dimethylformamide (0.5 mL) and potassium carbonate (80 mg, 0.58 mmol) and the mixture was stirred at 70° C. for 66 hr. Water (2 mL) was added to the reaction mixture, and the mixture was extracted with dichloromethane (2 mL). The organic layer was concentrated by a GeneVac centrifugation concentration apparatus under reduced pressure. The obtained product was dissolved in methanol (2 mL), 1 N aqueous sodium hydroxide solution (0.32 mL, 0.32 mmol) was added, and the mixture was stirred at room temperature for 18 hr. The reaction mixture was acidified with 1 N Hydrochloric acid, and the precipitated crystals were collected by filtration, and washed with diethyl ether to give the title compound (51.5 mg, yield 63%). MS (ESI+, m/e) 523 (M+1).

Provenance & Evidence