反应详情

温度

50 °C

To a slurry of 5-(2-phenyleth-1-ynyl)nicotinic acid (339 mg, 1.5 mmol) in 6.0 mL THF at room temperature was added 1,1′-carbonyldiimidazole (271 mg, 1.7 mmol). After stirring 1.25 hour, a solution of (S)-(+)-S-methyl-S-phenylsulfoximine (260 mg, 1.7 mmol) in 1.5 mL THF was added and the mixture heated at 50° C. for 22 hours. Then an additional 50 mg (0.32 mmol) (S)-(+)-S-methyl-S-phenylsulfoximine was added and heating continued at 60° C. for 3.5 hours. The reaction was quenched with NaHCO3 solution and then extracted into EtOAc. The EtOAc layer was washed with NaHCO3 solution, H2O, brine, dried with anhydrous Na2SO4 and concentrated. The yellow oil obtained was chromatographed eluting with hexane/EtOAc to give N-[methyl(oxo)phenyl-λ6-sulfanylidene]-5-(phenylethynyl)nicotinamide as a white foam (303 mg, 55%).

1. temperatureheating
2. waitcontinued at 60° C. for 3.5 hours
3. customThe reaction was quenched with NaHCO3 solution
4. extractionextracted into EtOAc
5. washThe EtOAc layer was washed with NaHCO3 solution, H2O, brine
6. dry with materialdried with anhydrous Na2SO4
7. concentrationconcentrated
8. customThe yellow oil obtained
9. customwas chromatographed
10. washeluting with hexane/EtOAc