HCID 67252450, compound → HCID 58292722, compound

Participants

Reaction Steps

A solution of [6-(6-cyano-pyrazin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester (1.35 g, 3.82 mmol), 10% Pd/C (1.35 g) and 6M HCl (2 drops) in EtOH (60 mL) was hydrogenated at 40 psi for 1 hour. The mixture was filtered through a pad of celite and the filtrate was concentrated in vacuo. The residue was purified by preparative HPLC to give [6-(6-aminomethyl-pyrazin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester (0.16 g, 11.7%). 1H NMR (400 MHz, DMSO-d δ 8.42 (s, 1H), 8.32 (s, 1H), 8.25 (s, 1H), 7.30 (s, 1H), 7.17 (s, 1H), 7.00 (m, 1H), 5.58 (m, 1H), 3.80 (s, 2H), 3.18 (m, 1H), 2.38 (m, 4H), 1.17 (m, 3H).

Provenance & Evidence