Hydrochloric Acid → HCID 67252166, compound

Participants

Reaction Steps

To a solution of 5-(3-ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrazine-2-carboxylic acid methyl ester (2.15 g, 11.3 mmol) in THF (42 mL) was added LiOH (0.47 g, 22.6 mmol) in water (21 mL). The mixture was stirred at room temperature for 1 h and acidified by 1N HCl to pH 3. The mixture was extracted by ethyl acetate, and the organic layer was washed with water and brine, dried from Na2SO4 and concentrated. The residue was purified by column chromatography (silica, DCM/MeOH=9:1) affording the title compound (1.9 g, 92%) as a white solid. 1H NMR (CDCl3) δ 8.96 (s, 1H), 8.42 (s, 1H), 7.31 (d, 1H), 7.03 (d, 1H), 5.68 (dd, 1H), 4.10 (q, 2H), 3.11 (dd, 1H), 2.43 (m, 1H), 2.40 (s, 3H), 1.25 (t, 3H).

Provenance & Evidence