Sodium Hydroxide → HCID 22244543, compound

Participants

Reaction Steps

To a stirred solution of methyl 3-[3,5-dimethyl-1-(4-{2-[({[(4-methylphenyl)sulfonyl]amino}carbonyl)amino]ethyl}phenyl)-1H-pyrazol-4-yl]benzoate (step 5, 1.1 mmol) in tetrahydrofuran (20 mL) and methanol (20 mL) was added 2 M NaOH aq. (10 mL), and then the resulting mixture was refluxed for 3 h. After removal of the solvent, the crude product was partitioned between saturated citric acid aq. (40 mL) and dichloromethane (50 mL). The organic layer was dried (Na2SO4). After removal of the solvent, the crude product was purified by TLC with dichloromethane/methanol (10:1) to afford 500 mg (87%) of the title compound as white solids: MS (ESI) m/z 533 [M+H]+, 531 [M−H]−, 1H-NMR (CDCl3) δ 8.05 (2H, s), 7.71-7.29 (6H, m), 3.55 (2H, t, J=6.1 Hz), 2.88 (2H, t, J=6.1 Hz), 2.42 (3H, s), 2.34 (3H, s), 2.27 (3H, s).

Provenance & Evidence