Acetic Acid → HCID 86700328, compound

Participants

Reaction Conditions

Reaction Steps

To the solution of tert-butyl 4-(6-((S)-1-tert-butoxy-2-ethoxy-2-oxoethyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-2-yl)-2-(1-methyl-1H-indazol-5-yl)piperazine-1-carboxylate (5 mg) in THF/MeOH (0.5 mL/0.5 mL) was added sodium hydroxide solution (0.4 mL, 1.0 N). The mixture was heated at 50° C. for 16 hours. The mixture was cooled, and was acidified with acetic acid (60 μL). Concentration and purification with reverse phase HPLC gave (2S)-2-tert-butoxy-2-(2-(4-(tert-butoxycarbonyl)-3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)acetic acid. LCMS-ESI+: calc'd for C37H43ClN5O5S: 704.3 (M+H+); Found: 704.1 (M+H+). 1H-NMR 400 MHz, (CD3OD) δ 7.96 (s, 1H), 7.64 (m, 2H), 7.49 (m, 3H), 7.38 (m, 3H), 5.46 (m, 1H), 5.19 (s, 1H), 4.4 (m, 1H), 4.2 (m, 1H), 4.07 (s, 3H), 4.0-3.7 (m, 2H), 3.5 (m, 2H), 2.5 (s, 3H), 1.40 (s, 9H), 0.98 (s, 9H).

Provenance & Evidence