Chlorosuccinimide → HCID 59304982, compound

Participants

Reaction Steps

108 mg (810 μmol) of N-chlorosuccinimide are added to a solution of 200 mg (730 μmol) of N-(2-fluoro-4-nitrophenyl)-1H-pyrrolo[2,3-b]pyridine-4-amine in 5 ml of THF, and the mixture is stirred at RT overnight. To bring the reaction to completion, another 49 mg (365 μmol) of N-chlorosuccinimide are added, and the mixture is stirred for another night. Saturated sodium bicarbonate solution is then added to the reaction mixture, and the mixture is extracted with ethyl acetate. The organic phases are washed with saturated sodium chloride solution and then dried with magnesium sulfate, and the solvent is removed under reduced pressure. Purification by column chromatography on silica gel (mobile phase: gradient cyclohexane/ethyl acetate 1:1 to ethyl acetate 100%) and preparative RP-HPLC affords the title compound.

Provenance & Evidence