Acetic Acid → HCID 86700252, compound

Participants

Reaction Steps

A solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-(3-fluoro-1-methyl-1H-indazol-6-yl)pyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (37 mg, 0.058 mmol) and 5M NaOH (0.23 mL, 1.15 mmol) in MeOH (0.5 mL) and THF (2 mL) was stirred at 45° C. for 2 hours. DMF (0.3 mL) and acetic acid (73 μL) were added and reaction mixture was concentrated to ˜0.3 mL, filtered using a syringe filter, diluted with methanol. Purified using Gilson HPLC (Gemini, 5 to 100% ACN/H2O+0.1% TFA) and lyophilized to give product. LCMS-ESI+: calc'd for C33H29ClFN4O3S: 615.2 (M+H+); Found: 615.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.80 (d, J=5.4 Hz, 1H), 8.58 (s, 1H), 8.20 (s, 1H), 8.02 (dd, J=5.3, 1.6 Hz, 1H), 7.95 (s, 1H), 7.83 (dd, J=28.4, 8.6 Hz, 2H), 7.76-7.67 (m, 1H), 7.60 (br s, 3H), 5.28 (s, 1H), 4.01 (s, 3H), 2.64 (s, 3H), 0.98 (s, 9H).

Provenance & Evidence