反应详情

3-(3,4-Dimethoxy-phenyl)-1H-pyrrolo-[2,3-b]pyridine, 1, (50 mg, 0.20 mmol) was dissolved in methylene chloride (4 mL). Aqueous potassium hydroxide (50% wt/vol, 300 μL) and tetrabutylammonium hydrogen sulfate (2 mg, 0.007 mmol) were added. The reaction mixture was stirred for 10 minutes at room temperature. Into the reaction was added 8-quinoline-sulfonyl chloride (48 mg, 0.21 mmol) and the reaction mixture was stirred for 2 hours at room temperature. The reaction mixture was concentrated and the residue was washed with brine and ethyl acetate. The organic portion was dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by preparative TLC (75% ethyl acetate:hexanes). The product was eluted from the silica with ethyl acetate and filtration. The filtrate was concentrated to provide 7 (14 mg, 16%). MS(ESI) [M+H+]+=445.9.

1. stirringthe reaction mixture was stirred for 2 hours at room temperature
2. concentrationThe reaction mixture was concentrated
3. washthe residue was washed with brine and ethyl acetate
4. dry with materialThe organic portion was dried with anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated
7. custompurified by preparative TLC (75% ethyl acetate:hexanes)
8. washThe product was eluted from the silica with ethyl acetate and filtration
9. concentrationThe filtrate was concentrated