HCID 58292613, compound → HCID 58292605, compound

Participants

Reaction Steps

The crude ethyl 2-(6-(4-carbamimidoylpyridin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate was treated with aqueous NaOH solution (500 mg in 20 mL water). After stirring at room temperature for two hours, the reaction mixture was evaporated, acidified with 1N HCl to pH 3 and then concentrated. HPLC purification gave desired product as white solid. 1H NMR (400 MHz, DMSO-d6) δ 12.4 (b, 1H), 9.54 (m, 3H), 9.20 (b, 1H), 8.38 (d, J=4.8 Hz, 1H), 7.45 (m, 2H), 7.22 (d, J=4.8 Hz, 1H), 7.05 (d, J=2 Hz, 1H), 5.52 (dd, J=9.6, 2.4 Hz, 1H), 3.09 (dd, J=15.6, 2.4 Hz, 1H), 2.30 (s, 3H), 2.13 (dd, J=15.6, 9.6 Hz, 1H). MS (ESI) m/z=42 [M+H]+.

Provenance & Evidence