反应详情

DIPEA (120 mg, 0.16 mL, 0.927 mmol) was added to a stirred solution of 5-(2-oxo-2,3-dihydro-benzooxazol-6-yl)-1H-pyrazole-3-carboxylic acid (65 mg, 0.26 mmol) in DMF (2.5 mL). HOBT (37.6 mg, 0.27 mmol) and EDCI (53.4 mg, 0.2783 mmol) were then added at room temperature. After 2 minutes, 2-amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (98 mg, 0.265 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and the product was extracted with EtOAc and the organic layer was washed with brine. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to get the residue. The obtained residue recrystallized from EtOAc to afford 31 mg (21% yield) of 5-(2-Oxo-2,3-dihydro-benzooxazol-6-yl)-1H-pyrazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 80.27%. 1H NMR (DMSO-d6): δ 13.7 (s, 1H), 11.8 (s, 1H), 8.0 (m, 1H), 7.9 (m, 1H), 7.7 (m, 1H), 7.5 (m, 3H), 7.06 (m, 2H), 4.1 (m, 2H), 3.4 (m, 6H), 3.1 (m, 2H).

1. extractionthe product was extracted with EtOAc
2. washthe organic layer was washed with brine
3. dry with materialThe organic phase was dried over Na2SO4
4. concentrationconcentrated under reduced pressure
5. customto get the residue
6. customThe obtained residue recrystallized from EtOAc