反应详情

温度

125 °C

A solution of 6-(2,6-difluorophenyl)-2-methyl-3-nitropyridine (1.929 g, 7.71 mmol) in DMF (25 mL) was treated with n,n-dimethylformamide dimethyl acetal (1.331 mL, 10.02 mmol). The reaction was heated to 125° C. under N2. After 3 h, the reaction was cooled to 23° C., diluted with EtOAc (200 ml) and washed with brine (150 ml), dried over MgSO4, concentrated in vacuo, affording a purple solid that was carried forward to the next step without further manipulation. A suspension of that solid in ethanol (40.0 mL) and acetic acid (40 mL) was treated with iron powder—325 mesh (4.31 g, 77 mmol, Aldrich). The reaction was heated to 90° C. under N2. After 2 h, the reaction was cooled to 23° C., filtered through Celite, concentrated in vacuo and purified by silica gel chromatography (eluent: 0.5-3% MeOH/DCM), affording 5-(2,6-difluorophenyl)-1H-pyrrolo[3,2-b]pyridine (1.271 g, 72%).

1. temperaturethe reaction was cooled to 23° C.
2. washwashed with brine (150 ml)
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customaffording a purple solid
6. temperatureThe reaction was heated to 90° C. under N2
7. waitAfter 2 h
8. temperaturethe reaction was cooled to 23° C.
9. filtrationfiltered through Celite
10. concentrationconcentrated in vacuo
11. custompurified by silica gel chromatography (eluent: 0.5-3% MeOH/DCM)