反应详情

温度

50 °C

A solution of 5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)-ethynyl]nicotinic acid (0.149 g, 0.414 mmol) in DMF (4 mL) was treated with methyl 3-(4-(S-methylsulfonimidoyl)phenyl)propanoate (0.100 g, 0.414 mmol), followed by BOP (0.238 g, 0.539 mmol) and DIPEA (0.144 mL, 0.830 mmol). The reaction mixture was heated to 50° C. for 3 h. After allowing the reaction to cool to room temperature it was taken up in EtOAc (10 mL) and extracted with brine (3×10 mL). The EtOAc layer was then washed with saturated aqueous Na2CO3 (2×10 mL). The organic layer was dried over anhydrous Na2SO4(s), filtered and concentrated. The crude residue was purified via column chromatography (silica gel, gradient elution, EtOAc in Hexanes: 0% to 100% EtOAc) affording the title compound (0.108 g, 45%).

1. customthe reaction
2. temperatureto cool to room temperature it
3. extractionextracted with brine (3×10 mL)
4. washThe EtOAc layer was then washed with saturated aqueous Na2CO3 (2×10 mL)
5. dry with materialThe organic layer was dried over anhydrous Na2SO4(s)
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude residue was purified via column chromatography (silica gel, gradient elution, EtOAc in Hexanes: 0% to 100% EtOAc)