Boron tribromide → HCID 86670656, compound

Participants

Reaction Steps

Boron tribromide (760 μL, 0.76 mmol, 1.0 M in dichloromethane) was added to a solution of (2R)-4-(5-fluoro-3-methoxy-2-oxo-4-phenylpyridin-1(2H)-yl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide (156 mg, 0.378 mmol) in DCM (16.0 mL) at 0° C. The reaction was allowed to warm to rt and stirred overnight. The reaction mixture was concentrated to afford a brown solid. The crude product was purified via prepratory HPLC to afford the title compound as a yellow solid (25.4 mg, 16.9%). MS (LCMS) m/z 399.0 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.59 (s, 3H) 2.11-2.25 (m, 1H) 3.07 (s, 1H) 3.13 (s, 2H) 3.70-3.88 (m, 1H) 4.02-4.26 (m, 1H) 7.11 (d, J=7.81 Hz, 1H) 7.37-7.65 (m, 5H).

Provenance & Evidence