Hydrochloric Acid → HCID 58292702, compound

Participants

Reaction Steps

To a solution of ethyl-2-(4-fluoro-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (166 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 at 0° C. with a diluted HCl solution. 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 (21 mg, Yield: 13.8%). 1H NMR (400 MHz, DMSO-d) δ 12.50 (s, 1H), 9.50 (s, 1H), 8.61-8.62 (d, J=2.8 Hz, 1H), 8.42-8.43 (d, J=2.8 Hz, 1H), 8.24-8.25 (m, 1H), 7.31-7.33 (m, 1H), 5.61-5.64 (m, 1H), 2.97-3.02 (m, 1H), 2.37-2.43 (m, 1H). MS (ESI) m/z=305 [M+H]+.

Provenance & Evidence