Hydrochloric Acid → HCID 17906310, compound

Participants

Reaction Steps

Combine (R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole (29) (500 mg, 1.75 mmol), benzylamine (755 mg, 7.05 mmol), ethanol (5.0 ml) and heat (˜80° C.) for 18.5 hours. At room temperature the reaction solidified. Dissolve reaction mixture with chloroform and concentrate (in vacuo). Purify the compound by column chromatography (silica) eluting with 10% ethanol in chloroform to obtain a white solid. Dissolve the free base in hot methanol and add ethereal HCl to a pH ˜2-3. Concentrate the reaction mixture (in vacuo) and recrystallize (methanol) the salt and dry (60° C., 1.0 mm Hg) to give the title compound as white solid (233 mg, 46% Yield). mp=251-253° C. Microanalysis (C, H, N) is consistent with the final, desired compound. [α]22D=+9.17, c (MeOH)=0.60.

Provenance & Evidence