Methanol → HCID 11562292, compound

Participants

Reaction Conditions

Reaction Steps

Butyl N-({4′-[(6-fluoro-1,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-yl}carbonyl)-L-valinate (0.02 g, 0.03 mmol) was suspended in THF (1 mL), MeOH (1 mL) and water (0.5 mL), and then LiOH (0.01 g, 0.35 mmol) was added. The reaction mixture was heated at 50° C. for 3 h. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure and acidified with 2N HCl. The resulting solid was collected by filtration and purified by HPLC (15-80% CH3CN in H2O/0.1% TFA gradient), yielding 19 mg (91%) of the title compound. LC/MS m/z 494.1 (MH+), retention time 3.47 min. 1H NMR (400 MHz, CD3OD) δ 1.06 (d, 6H), 2.32-2.39 (m, 1H), 4.10 (s, 3H), 4.60 (d, 1H), 7.05 (t, 1H), 7.35-7.58 (m, 4H), 7.60 (d, 2H), 7.80 (d, 2H), 8.05 (d, 1H).

Provenance & Evidence