Amantadine → HCID 58928298, compound

Participants

Reaction Steps

Combine (R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole (29) (250 mg, 0.86 mmol), 1-adamantanamine (530 mg, 3.50 mmol), ethanol (4.0 ml) and heat (˜80° C.) for 16 hours. Cool reaction to room temperature and concentrate (in vacuo). Purify the compound by column chromatography (silica) eluting with 28% aqueous ammonia/ethanol/chloroform (1:19:180) to obtain a white solid. Dry (50° C. at 0.5 mm Hg) to give 332 mg (86% yield) of the title compound. Purity by LC/MS=92%, [M+H]+=437.

Provenance & Evidence