Hydrochloric Acid → HCID 58292853, compound

Participants

Reaction Steps

To a solution of [6-(4-amino-pyridin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (0.13 g, 0.37 mmol in THF (5 mL) and methanol (2 mL) was added lithium hydroxide monohydrate (62 mg, 1.48 mmol) in water (2 mL) at 0° C. The temperature was allowed to warm up to room temperature. The reaction mixture was stirred at room temperature for 4 h. The pH was adjusted to 3 with aqueous HCl (6 N). Prep-HPLC purification (C18 column) gave the title compound (66 mg, 55%) as a white solid. 1H NMR (300 MHz, CD3OD) δ 7.68 (1H, d), 7.16 (1H, d), 7.05 (1H, d), 6.44 (1H, dd), 5.88 (1H, s), 5.62 (1H, dd), 3.14 (1H, dd), 2.36 (3H, s), 2.30 (1H, m). MS found (electrospray): (M+H)+=315.1.

Provenance & Evidence