Boron Trichloride → HCID 53241566, compound

Participants

Reaction Steps

Compound 1L was prepared from 2-(benzyloxymethyl)-N-(4,5-difluoro-6-(2-fluoro-4-iodophenylamino)benzo[d]oxazol-7-yl)cyclopropane-1-sulfonamide (150 mg, 0.238 mmol) in DCM (10 mL) was reacted with 1.0M solution of BCl3 in DCM (0.9 mL, 0.952 mmol) to afford the crude product. The reaction mixture was quenched with methanol (0.5 mL) and partitioned between water and ethyl acetate. The organic layer was washed with water, brine solution, dried over anhydrous Na2SO4 and concentrated. Purification by column chromatography on silica gel (60-100% ethyl acetate in hexane) afforded 65 mg of the product (54% yield). H1NMR (CDCl3, 300 MHz): δ 7.7-7.6 (bs, 1H), 7.4-7.3 (m, 1H), 7.3-7.2 (m, 1H), 6.6 (s, 1H), 6.2 (s, 1H), 6.2-6.0 (m, 1H), 3.1-3.0 (t, 1H), 4.2-4.0 (m, 2H), 2.6-2.5 (m, 1H), 1.5-1.4 (m, 1H), 1.0-0.9 (m, 2H). LCMS: 100%, m/z=539.6 (M+H). HPLC: 83.1%

Provenance & Evidence