Ammonia → HCID 67174934, compound

Participants

Reaction Steps

Ethyl 2-(2-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)-5-(2,2,2-trifluoroacetamido)phenyl)acetate (0.45 g, 0.92 mmol) and NH3 (7M in MeOH, 5 mL) was heated to 80° C. for 2 hrs. The reaction was monitored by LC/MS. Purification: The solvent was removed in vacuo and the product was recrystallized from EtOAc/MeOH to give 194 mg of the title compound as a white solid (yield: 54%). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 9.88 (s, 1H), 9.17 (bs, 1H), 7.48 (d, J=9.2 Hz, 1H), 7.41 (d, J=0.9 Hz, 1H), 7.21 (d, J=8 Hz, 1H), 7.10 (dd, J=8.4, 2 Hz, 1H), 6.41 (m, 2H), 5.93 (s, 2H), 4.86 (s, 2H), 4.05 (q, J=7.6 Hz, 2H), 3.87 (s, 2H), 1.17 (t, J=7.2 Hz, 3H); MS (ESI) m/z=389.1 (M−H, negative).

Provenance & Evidence