HCID 67174946, compound → HCID 67311833, compound

Participants

Reaction Steps

To a solution of 2-fluoro-N-(5-fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)-4-nitrobenzenesulfonamide (1.84 g, 4.97 mmol) in 50 mL of dioxane was added Pd/C (10 wt. % on activated carbon, 500 mg). The reaction mixture was hydrogenated at room temperature under 50 psi of hydrogen for 16 hours. After Pd/C was filtered through a pad of Celite, the solution was concentrated under reduced pressure to give a yellow residue. The crude residue was purified by prep HPLC (SunFire Prep C18 OBD 5 uM 30×50 mm column) to give 0.88 g of the title compound as a white solid. MS calcd for (C13H11BF2N2O4S): 340.1. MS found (ESI negative): (M−H)−=339.1. 1H NMR (DMSO-d6) δ (ppm): 9.69 (s, 1H), 9.23 (bs, 1H), 7.58 (d, 1H), 7.10-7.21 (m, 3H), 6.67 (t, 1H), 4.83 (s, 2H).

Provenance & Evidence