HCID 15068883, compound → HCID 15068894, compound

Participants

Reaction Steps

A suspension of 3-(1-naphthyloxy)-4-nitropyridine-N-oxide (7.5 g) in 250 ml ethanol containing 0.5 g PtO2 was hydrogenated at 50 psi for five hours and filtered through Celite. The filtrate was concentrated to 6 g oil. This oil was purified by HPLC (silica, 50% ethyl acetate in dichloromethane) to give 4 g oil. Final purification was achieved by converting the oil to the hydrochloride salt in methanol/ether and immediately thereafter reconverting the salt to the free base with sodium carbonate to afford 3.5 g solid product. This solid was recrystallized from diethyl ether to give a solid, 2.3 g, m.p. 107°-109°.

Provenance & Evidence