Sodium Hydroxide → HCID 86700181, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-methyl-1H-indazol-3-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate (13.5 mg, 0.022 mmol) in THF (0.5 mL) and methanol (0.5 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 C33H30ClN4O3S: 597.2; found: 597.2. 1H NMR (400 MHz, CDCl3) δ 9.21 (d, J=5.6 Hz, 1H), 8.93 (s, 1H), 8.59 (d, J=7.6 Hz, 1H), 8.22 (d, J=5.2 Hz, 1H), 8.07 (s, 1H), 7.75 (d, J=6.8 Hz, 1H), 7.60-7.46 (m, 6H), 5.36 (s, 1H), 4.29 (s, 3H), 2.65 (s, 3H), 1.02 (s, 9H).

Provenance & Evidence