反应详情

温度

0 °C

To 4-(tert-butyl)-N-{3-(2-hydroxyethoxy)-1-methyl-4-[4-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}benzenesulfonamide (Example 12) (60 mg) in THF (6 ml) at 0° C. was added sodium hydride (12 mg of a 60% dispersion in oil) followed by the 5-bromo-2-chloropyrimidine (39 mg) The reaction was stirred for one hour at 0° C. and then at room temperature overnight. Water (5 ml) was then added to the reaction followed by saturated aqueous ammonium chloride (5 ml) and the mixture was extracted with ethyl acetate (3×10 ml). The combined organics were washed with saturated aqueous ammonium chloride (20 ml), dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield the crude material (61 mg). The crude material was purified by HPLC on a 5μ ODS Phenomenex Magellen™ column with a gradient elution of acetonitrile (5% to 95%) and 0.1M NH4OAc (95% to 5%) to yield the desired product as an off white solid (15.5 mg).

1. customat room temperature
2. customovernight
3. extractionthe mixture was extracted with ethyl acetate (3×10 ml)
4. washThe combined organics were washed with saturated aqueous ammonium chloride (20 ml)
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customto yield the crude material (61 mg)
9. customThe crude material was purified by HPLC on a 5μ ODS Phenomenex Magellen™ column with a gradient elution of acetonitrile (5% to 95%) and 0.1M NH4OAc (95% to 5%)