反应详情

温度

45 °C

5-Bromo-1H-pyrrolo[2,3-b]pyridine (4, 0.525 g, 2.66 mmol) is combined with aluminum trichloride (2.05 g, 15.4 mmol) and 10 mL of nitromethane. 2-Fluoro-3-nitro-benzoyl chloride (17, 0.521 g, 2.56 mmol) in 5 mL of nitromethane is added and the reaction is heated at 45° C. for 6 hours. The reaction is quenched by slowly adding 5 mL of methanol. The resulting precipitate is collected by filtration and combined with ethyl acetate, water and celite, then stirred for 30 minutes and filtered. The organic layer is isolated and washed with water, then brine, dried over magnesium sulfate, filtered and the filtrate is concentrated under vacuum to provide the desired compound (18, 151 mg). MS (ESI) [M−H+]−=362.4 and 364.4.

1. customThe reaction is quenched
2. additionby slowly adding 5 mL of methanol
3. filtrationThe resulting precipitate is collected by filtration
4. filtrationfiltered
5. customThe organic layer is isolated
6. washwashed with water
7. dry with materialbrine, dried over magnesium sulfate
8. filtrationfiltered
9. concentrationthe filtrate is concentrated under vacuum