1-(1-Naphthyl)piperazine → HCID 9907700, compound

Participants

Reaction Steps

A mixture of 2-(4-bromobutyl)-6-methyl-3(2H)-pyridazinone (2.3 g, 9.5 mmol), 1-naphthylpiperazine (1.7 g, 8 mmol), K2CO3 (1.12 g, 8 mmol), and KI (10 mg) in acetonitrile (50 mL) was stirred at room temperature for 48 hours. Thereafter, the solvent was eliminated at reduced pressure and the residue distributed between dichloromethane and water; the aqueous phase was extracted with dichloromethane (twice). The organic extracts were collected, dried over anhydrous Na2SO4 and concentrated to dryness. The obtained residue was purified by flash chromatography (CH2Cl2/MeOH 96:4), yielding 2-[4-(4-naphthylpiperazine-1-yl)-butyl]-6-methyl-3(2H)-pyridazinone (2.4 g). The product was dissolved in ethanol and by adding hydrochloric acid concentrated up to a pH=1 yielded a white solid, which was re-crystallised in methanol, yielding the hydrochloride of the title compound, presenting a M.P. higher than 260° C.

Provenance & Evidence