1-(1-Naphthyl)piperazine → HCID 15887922, compound

Participants

Reaction Steps

A mixture of 2-(2-chloroethyl)-6-phenyl-3(2H)-pyridazinone (1.9 g, 7.5 mmol), 1-naphthylpiperazine (1.7 g, 8 mmol), K2CO3 (1.12 g, 8 mmol) and KI (10 mg) in acetonitrile (50 mL) was refluxed for 7 hours. When heating, was over, the solvent was eliminated at reduced pressure and 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 97:3) yielding 2-[2-(4-naphthylpiperazine-1-yl)-ethyl]-6-phenyl-3(2H)-pyridazinone (2.1 g). The product was dissolved in ethanol and by adding hydrochloric acid concentrated up to 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