Hydrochloric Acid → HCID 58292705, compound

Participants

Reaction Steps

To a solution of ethyl 2-(4-fluoro-1-hydroxy-6-methoxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (134 mg, 0.50 mmol) in THF (2 mL) was added dropwise an aqueous solution of lithium hydroxide (102 mg, 2.5 mmol) in water (3 mL) at 0° C. The reaction mixture was stirred at room temperature for 1.5 h and acidified to pH=2 with diluted hydrochloride acid. The resulting mixture was extracted with ethyl acetate (2×15 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by HPLC to give the title compound as a white solid (43 mg, Yield: 36%). 1H NMR (400 MHz, DMSO-d) δ 12.20 (s, 1H), 9.45 (s, 1H), 7.09-7.09 (d, J=1.6 Hz, 1H), 6.91-6.95 (m, 1H), 5.51-5.55 (m, 1H), 3.80 (s, 3H), 2.91-2.97 (m, 1H), 2.27-2.33 (m, 1H). MS (ESI) m/z=481 [2M+H]+.

Provenance & Evidence