Acetic Acid → HCID 86700324, compound

Participants

Reaction Steps

To the solution of: (2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(1-methyl-1H-indazol-5-yl)-2-oxopiperazin-1-yl)benzo[d]thiazol-6-yl)acetic acid (3 mg) in methanol (0.5 mL) was added formaldehyde solution (20 μL, 37%), followed by acetic acid (10 μL) and sodium cyanoborohydride (12 mg). The mixture was stirred for 1 hour, and solvents were removed under reduced pressure. The remaining solid was dissolved with DMF/water (1 mL/0.5 mL), and was purified with reverse phase HPLC to give (2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(4-methyl-3-(1-methyl-1H-indazol-5-yl)-2-oxopiperazin-1-yl)benzo[d]thiazol-6-yl)acetic acid. LCMS-ESI+: calc'd for C33H35ClN5O4S: 632.2 (M+H+); Found: 632.2 (M+H+). 1H-NMR 400 MHz, (CD3OD) δ 8.0 (m, 1H), 7.82 (m, 1H), 7.68 (s, 1H), 7.62-7.40 (m, 6H), 5.21 (m, 1H), 4.70 (m, 1H), 4.6-4.3 (m, 2H), 4.08/4.05 (s, 3H), 3.5 (m, 2H), 2.57 (s, 3H), 2.40 (m, 3H), 0.93 (s, 9H).

Provenance & Evidence