Ethanolamine → HCID 58851269, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(3-(3-t-butyl-5-(3-(naphthalen-1-yl)ureido)-1H-pyrazol-1-yl)phenyl)acetic acid (200 mg, 0.43 mmol) in THF (10 mL) was added 2-amino-ethanol (260 mg, 4.3 mmol) and Et3N (0.5 mL), then this mixture was heated to 40° C. and stirred overnight. After removal of the solvent, this mixture was extracted with EtOAc and washed with 1N HCl aqueous solution and the organic layer was dried over Na2SO4. After removal of the solvent, a crude product was obtained, which was purified by preparative HPLC to afford 2-{3-[3-t-butyl-5-(3-naphthalen-1-yl-ureido)pyrazol-1-yl]phenyl}-N-(2-hydroxy-ethyl)acetamide (104 mg, 50% yield). 1H NMR (300 MHz, DMSO-d6): δ 9.01 (s, 1H), 8.81 (s, 1H), 8.12 (m, 1H), 7.98 (d, J=9.3 Hz, 1H), 7.92-7.87 (m, 2H), 7.61 (d, J=8.1 Hz, 1H), 7.53-7.49 (m, 2H), 7.47-7.38 (m, 4H), 7.29 (d, J=7.5 Hz, 1H), 6.39 (s, 1H), 3.49 (s, 2H), 3.35 (t, J=6.0 Hz, 2H), 3.07 (q, J=6.0 Hz, 2H), 1.25 (s, 9H); MS (ESI) m/z: 487 (M+H+).

Provenance & Evidence