Benzyl (1S)-2-[(2-aminophenyl)amino]-1-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylcarbamate → Benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate

Participants

Reaction Conditions

Reaction Steps

Benzyl (1S)-2-[(2-aminophenyl)amino]-1-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylcarbamate (28.2 mg, 0.0469 mmol) was dissolved in acetic acid (2.76 mL) and stirred at 60° C. for 1 h. The solution was concentrated and purified by preparative LCMS to afford product as a white solid (26.1 mg, 95%). 1H NMR (400 MHz, CD3OD): δ 7.79–7.56 (m, 5H), 7.42–7.12 (m, 7H), 5.61–5.57 (m, 1H), 5.35–5.31 (m, 1H), 5.03 (s, 2H), 3.47–3.28 (m, 1H); LCMS found for C26H24BrN4O5S (M+H)+: m/z=583.

Provenance & Evidence