N-(3-bromo-4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)phenyl)-2,2,2-trifluoroacetamide → 4-amino-2-bromo-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)benzenesulfonamide

Participants

Reaction Steps

N-(3-bromo-4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)phenyl)-2,2,2-trifluoroacetamide (200 mg) was dissolved in 7N NH3 in methanol and stirred at rt overnight. Evaporated to remove the solvent and purified by prep-HPLC to give 4-amino-2-bromo-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)benzenesulfonamide (110 mg). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 10.06 (s, 1H), 9.10 (brs, 1H), 7.65 (d, J=8.8 Hz, 1H), 7.44 (d, J=2.0 Hz, 1H), 7.21 (d, J=8.4 Hz, 1H), 7.17 (dd, J=2.0, 8.4 Hz, 1H), 6.79 (d, J=2.0 Hz, 1H), 6.48 (dd, J=2.0, 8.4 Hz, 1H), 4.84 (s, 2H). MS (ESI) m/z=381 (M−1).

Provenance & Evidence