Hydrochloric Acid → HCID 58292739, compound

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Reaction Steps

To a solution of [4-ethyl-1-hydroxy-6-(pyrimidin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (0.13 g, 0.38 mmol) in THF (8 mL) and H2O (2 mL) was added LiOH (0.091 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 preparative HPLC to give [4-ethyl-1-hydroxy-6-(pyrimidin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid (0.030 g, 25%). 1H NMR (400 MHz, DMSO-d6δ9.00 (br s, 1H), 8.63 (s, 1H), 8.62 (s, 1H), 7.25 (s, 1H), 7.24 (s, 1H), 7.23 (s, 1H), 7.10 (s, 1H), 5.51 (m, 1H), 3.01 (m, 1H), 2.61 (m, 2H), 2.14 (m, 1H), 1.17 (m, 3H). MS (ES) m/z: 313 (M−1)−. HPLC purity: 99.12% (220 nm), 98.58% (Maxplot).

Provenance & Evidence