Aluminum(III) Chloride → (5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-(2-fluoro-3-nitro-phenyl)-methanone

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

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.

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