Sodium Hydroxide → HCID 86700458, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(6-methyl-5-(1-methyl-1H-pyrazolo[4,3-b]pyridin-5-yl)pyridin-3-yl)benzo[d]thiazol-6-yl)acetate (26 mg, 0.042 mmol) in THF (0.5 mL) and MeOH (0.5 mL) was added 2N NaOH (410 μL). The reaction mixture was heated at 60° C. for 3 h. The reaction mixture was concentrated down, the residue was dissolved in DMF and MeOH, filtered and purified by reverse phase HPLC, (10-100% ACN/H2O+0.1% TFA) to give the product. 1H NMR (400 MHz, CD3OD) δ 9.11 (d, J=0.8 Hz, 1H), 8.59 (d, J=1.0 Hz, 1H), 8.22-8.18 (m, 2H), 7.81 (s, 1H), 7.69-7.62 (m, 2H), 7.53-7.51 (m, 3H), 5.23 (s, 1H), 4.15 (s, 3H), 2.67 (s, 3H), 2.57 (s, 1H), 0.95 (s, 9H). LCMS-ESI+: calc'd for C33H30ClN5O3S: 612.2 (M+H+); Found: 612.1 (M+H+).

Provenance & Evidence