Hydrochloric Acid → HCID 17906301, compound

Participants

Reaction Steps

Combine 3-[4-(3-bromo-propoxy)-phenyl]-6-fluoro-benzo[d]isoxazole (0.727 g, 2.08 mmol), piperidine (0.707 g, 8.30 mmol), potassium carbonate (0.575 g, 4.16 mmol) and acetonitrile (7.0 mL) and heat (75° C.) overnight. Cool (45° C.) reaction, filter through a Waters Sep-Pak 1 g Silica cartridge (ethyl acetate) and concentrate (in vacuo). Purify the crude product by column (silica) chromatography with a graded solvent mixture of 5% methanol in dichloromethane to 10% methanol in dichloromethane. Concentrate to give a colorless oil and dry under vacuum (0.6 mm Hg, room temperature) for 3 hours to obtain a waxy, off-white solid. Acidify the free base with ethereal HCl, recrystallize (ethanol:ethyl acetate) and dry (in vacuo, 0.6 mm Hg, 60° C.) for 3 hours to give the title compound as the salt (0.336 g, 41% Yield). Microanalysis (C, H, N) is consistent with the final, desired compound. mp=202-205° C.

Provenance & Evidence