Hydrochloric Acid → HCID 67253902, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [6-(6-cyano-pyridazin-3-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (0.25 g, 0.7 mmol) in THF:H2O (1:1, 6 mL) at 0° C. was added a solution of LiOH (0.025 g, 1.06 ml) in water (1 mL). The solution was stirred at 0° C. for 20 hours then acidified to pH 3 with 1N HCl and extracted with EtOAc (2×10 mL). The organic extracts were dried and concentrated in vacuo. The residue was purified by preparative HPLC to give [6-(6-carbamoyl-pyridazin-3-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid (0.025 g, 11%) and [6-(6-cyano-pyridazin-3-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid (0.058 g, 26%).

Provenance & Evidence