反应详情

温度

60 °C

To a mixture of methyl 3-fluoro-5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoate (0.3 g, 0.68 mmol, 1 eq) in a 1:1 mixture of MeOH/THF at ambient temperature was added 5 eq. of NaOH and heated to 60° C. for 5 h. The mixture was cooled to ambient temperature and then cooled in an ice-water bath. It was acidified slowly with 1.5 N HCl and then concentrated. The mixture with white precipitates was diluted with water and filtered to get the solid. It is further washed with water and dried in vacuum. Yield: 0.2 g (60%). 1H NMR (400 MHz, DMSO-d6): δ 2.22 (s, 3H), 2.82-2.84 (d, 3H, J=4.6 Hz), 7.39-7.43 (m, 3H,), 7.61 (s, 1H), 7.66-7.70 (d, 1H, J=8.6 Hz), 7.66-7.70 (m, 1H), 7.78-7.80 (d, 1H, J=8.5 Hz), 8.01-8.03 (m, 2H), 8.49-8.51 (d, 1H, J=4.76 Hz), 13.2 (s, 1H). LCMS: (ES−) m/z=420.0 (M−H). CHROMOLITH® SpeedROD C18 (4.6×3.0 mm-5.0 μm). Mphase A: 10% CH3OH-90% H2O-0.1% TFA. Mphase B: 90% CH3OH-10% H2O-0.1% TFA. Flow: 5 ml/Min.

1. temperatureThe mixture was cooled to ambient temperature
2. temperaturecooled in an ice-water bath
3. concentrationconcentrated
4. customThe mixture with white precipitates
5. additionwas diluted with water
6. filtrationfiltered
7. customto get the solid
8. washIt is further washed with water
9. customdried in vacuum