反应详情

温度

0 °C

n-Butyllithium (2.5 M in hexane) (0.14 mL, 0.17 mol) was added to a −78° C. solution of 2-[4-(1,3-dithian-2-yl)phenyl]pyridine (50 mg, 0.18 mmol) in tetrahydrofuran (3 mL). After stirring at 0° C. for 10 min, the reaction mixture was re-cooled to −78° C. and a solution of 4-(2,2-dimethylpropyl)-2-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide (intermediate 13) (100 mg, 0.37 mmol) in tetrahydrofuran (1 mL) was added. After stirring at −78° C. for 5 min then at ambient temperature for a further 10 min, the reaction mixture was quenched with water and extracted with methylene chloride. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Preparative plate chromatography eluting with 50% ethyl acetate/hexane afforded 4-(2,2-dimethylpropyl)-2-{hydroxy[2-(4-pyridin-2-ylphenyl)-1,3-dithian-2-yl]methyl}-N,N-dimethyl-1H-imidazole-1-sulfonamide.

1. temperaturethe reaction mixture was re-cooled to −78° C.
2. stirringAfter stirring at −78° C. for 5 min
3. waitat ambient temperature for a further 10 min
4. customthe reaction mixture was quenched with water
5. extractionextracted with methylene chloride
6. dry with materialThe combined organic extracts were dried (magnesium sulfate)
7. concentrationconcentrated in vacuo
8. washPreparative plate chromatography eluting with 50% ethyl acetate/hexane