Hydrochloric Acid → HCID 178428838, compound

Participants

Reaction Steps

2-(ethyl 2-(1-hydroxy-6-(4-(N-hydroxycarbamimidoyl)pyridin-2-yloxy)-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (150 mg) was treated with NaOH solution (200 mg in 10 ml water) for one hour at room temperature. The reaction mixture was acidified to pH 5 with 6 N HCl and then concentrated. HPLC purification gave product as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 10.5 (b, 1H), 9.20 (b, 1H), 8.23 (d, J=5.2 Hz, 1H), 7.04 (dd, J=5.2, 1.2 Hz, 1H), 7.34 (s, 1H), 7.23 (s, 1H), 7.06 (d, J=1.6 Hz, 1H), 5.53 (dd, J=9.6, 2.4 Hz, 1H), 3.10 (dd, J=15.6, 2.4 Hz, 1H), 2.50 (s, 3H), 2.28 (dd, J=10, 9.6 Hz, 1H). 3 protons assumed to be exchanged with solvents. MS (ESI) m/z=358 [M+H]+.

Provenance & Evidence