反应详情

A solution of 4-amino-2-(aminomethyl)-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)benzenesulfonamide (500 mg, 1.5 mmol) in pyridine (15 ml) was stirred at room temperature for 30 mins. DCM (40 ml) and acetic anhydride (168 mg, 1.65 mmol) was then added to the mixture. And it was stirred at room temperature for overnight. The mixture was concentrated in vacuo and the residue was purified by prep. HPLC (column: Luna 300×50.0 mm, 10 u; liquid phase: [A-H2O+0.025% TFA; B-MeCN] B %: 10%-30%, 20 min) to give the title compound (226 mg, 40.2%) as a light yellow solid. 1H NMR: DMSO 400 MHz. δ9.99 (s, 1H), 9.19 (s, 1H), 8.24 (d, J=12.0 Hz, 1H), 7.52 (d, J=8.4 Hz, 1H), 7.43 (s, 1H), 7.21 (d, J=8.0 Hz, 1H), 7.12 (dd, J=10.0 Hz, 1H), 6.45 (s, 1H), 6.35 (dd, J=10.8 Hz, 1H), 5.95 (brs, 2H), 4.85 (s, 2H), 4.54 (s, 2H), 1.92 (s, 3H). ESI-MS m/z 374 (M−H, positive); HPLC purity: 90.13% (MaxPlot 190-370 nm), 96.33% (220 nm).

1. concentrationThe mixture was concentrated in vacuo
2. customthe residue was purified by prep