Hydrochloric Acid → HCID 58292604, compound

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Reaction Steps

To a solution of [1-hydroxy-4-methoxymethyl-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (0.20 g, 0.56 mmol) in THF (6 mL) and H2O (2 mL) was added LiOH (0.110 g) at 0° C. The resulting mixture was stirred at room temperature for 2 hours then cooled to 0° C. and acidified to pH 3 with 6N HCl. The mixture was concentrated in vacuo and the residue purified by silica gel flash column chromatography to give [1-hydroxy-4-methoxymethyl-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid (0.150 g, 81%). 1H NMR (400 MHz, DMSO-d6) δ 12.33 (s, 1H), 9.27 (s, 1H), 8.58 (s, 1H), 8.39 (s, 1H), 8.21 (s, 1H), 7.40 (s, 1H), 7.26 (s, 1H), 5.60 (s, 1H), 4.50 (m, 2H), 3.30 (s, 3H), 3.10 (m, 1H), 2.17 (m, 1H). MS (ESI) m/z: 329 [M−1]−. HPLC purity: 97.28% (220 nm), 96.84% (Maxplot).

Provenance & Evidence