Sodium Hydroxide → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,2-dimethyl-3-oxo-2,3-dihydro-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(1,2-dimethyl-3-oxo-2,3-dihydro-1H-indazol-6-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (27.2 mg, 0.047 mmol) in THF (1.0 mL) and methanol (1.0 mL) was added 1N NaOH solution (0.5 mL, excess). The reaction mixture was stirred at 50° C. for 2 h and then purified by reverse phase HPLC, eluting by 0-100% acetonitrile in H2O with 0.1% TFA to give the desired product. LCMS-ESI+ (m/z): [M+H]+ calcd for C29H29ClN3O4S: 550.2; found: 550.2. 1H NMR (400 MHz, CDCl3) δ 8.07 (s, 1H), 7.96 (s, 1H), 7.93 (d, J=8.0 Hz, 1H), 7.93 (dd, J=8.0, 0.8 Hz, 2H), 7.55-7.49 (m, 3H), 5.33 (s, 1H), 3.50 (s, 3H), 3.39 (s, 3H), 2.60 (s, 3H), 1.01 (s, 9H).

Provenance & Evidence