Hydrochloric Acid → HCID 58292792, compound

Participants

Reaction Steps

[6-(5-Carbamimidoyl-pyrazin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (77 mg, 0.21 mmol) was dissolved in THF (3 mL) and methanol (1.2 mL). To this was added lithium hydroxide monohydrate (70 mg, 1.7 mmol) in water (1.2 mL) at 0° C. The reaction was warmed up to room temperature and stirred for 4 h. The reaction mixture was acidified to pH 3 with aqueous HCl (6 N). The solvent was removed. Prep-HPLC separation (C18 column) of the reaction mixture gave the title compound (35 mg, 49%) as a white solid. 1H NMR (300 MHz, CD3OD) δ 8.42 (1H, s), 8.20 (1H, s), 6.85 (1H, s), 6.65 (1H, s), 5.18 (1H, dd), 2.64 (1H, dd), 2.16 (3H, s), 2.15 (1H, m). MS found (electrospray): (M+H)+=343.2.

Provenance & Evidence