Hydrochloric Acid → HCID 58292728, compound

Participants

Reaction Steps

To a solution of ethyl-2-(4-fluoro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (127 mg, 0.50 mmol) in THF (2 mL) was added dropwise a solution of lithium hydroxide (102 mg, 2.5 mmol) in water (3 mL) at 0° C. The mixture was stirred at room temperature for 1.5 h and after cooling to 0° C., acidified to pH=2 by addition of diluted hydrochloride acid, extracted with ethyl acetate (2×15 mL). The combined extracts were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by HPLC to give the title compound as a white solid (52 mg, Yield: 46%). 1H NMR (400 MHz, DMSO-d) δ 12.12 (s, 1H), 9.91 (s, 1H), 9.37 (s, 1H), 6.94-6.94 (d, J=1.6 Hz, 1H), 6.65-6.68 (m, 1H), 5.46-5.49 (m, 1H), 2.88-2.93 (m, 1H), 2.23-2.29 (m, 1H). MS (ESI) m/z=455 [2M+H]+.

Provenance & Evidence