Potassium Iodide → HCID 44215331, compound

Participants

Reaction Steps

Mix 3-[4-(3-bromo-propoxy)-phenyl]-6-fluoro-benzo[d]isoxazole (150 mg, 0.43 mmol), benzylamine (92.2 mg, 0.861 mmol), potassium carbonate(130.6 mg, 0.95 mmol, 2.2 equivalents), potassium iodide (7.2 mg, 0.043 mmol) and 4%-5% aqueous acetonitrile (4-6 mL). Under a nitrogen atmosphere, heat (70°-75° C.) overnight. Dilute reaction mixture with ethyl acetate, filter to remove the solids and concentrate (in vacuo). Purify the crude reaction mixture by column (silica) chromatography using a Waters Sep-Pak 10 g cartridge eluted with ethyl acetate to give the title compound as a solid (89.23 mg, 55.1% Yield). Purity by LC/MS=95%, [M+H]+=377.

Provenance & Evidence