Potassium Carbonate → N-{3-[2,6-dichloro-4-(pyrimidin-5-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7yl}cyclopropane carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[3-(4-bromo-2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide (108 mg, 0.23 mmol), pyrimidin-5-yl-boronic acid (42 mg, 0.34 mmol), potassium carbonate (95.22 mg, 0.69 mmol), water (0.5 mL) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (34.8 mg, 0.047 mmol) in 1,4 dioxane (3 mL) was heated overnight at 100° C. in a sealed vial. The reaction mixture was cooled to room temperature, diluted with water (10 mL) and extracted with ethyl acetate (2×50 mL). The combined organic layer was dried over anhydrous sodium sulphate and concentrated under vacuum. The resulting crude mass was purified by preparative thin layer chloromatography using 10% methanol in dichloromethane to afford N-{3-[2,6-dichloro-4-(pyrimidin-5-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7yl}cyclopropane carboxamide (15 mg, 14.01%).

Provenance & Evidence