Acetic Acid → HCID 72195977, compound

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Reaction Steps

A solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)phenyl)benzo[d]thiazol-6-yl)acetate (12.9 mg, 0.0212 mmol) and 5M NaOH (85 μL, 0.424 mmol) in MeOH (0.1 mL) and THF (1.2 mL) was stirred at 50° C. for 1.5 hours. DMF (0.3 mL) and acetic acid (75 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 C31H29ClN3O5S: 590.1 (M+H+); Found: 590.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.07 (d, J=8.5 Hz, 1H), 7.94 (dd, J=1.8, 1.8 Hz, 1H), 7.84 (s, 1H), 7.71-7.47 (m, 5H), 7.43-7.22 (m, 2H), 5.25 (s, 1H), 2.60 (s, 3H), 1.92 (d, J=5.2 Hz, 3H), 1.34 (s, 3H), 0.96 (s, 9H).

Provenance & Evidence