Potassium Carbonate → 5-pyridin-3-yl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

Participants

Reaction Conditions

Reaction Steps

5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (500 mg, 2.5 mmol), 3-pyridinyl-boronic acid (370 mg, 3.0 mmol) and K2CO3 (694 mg, 5.0 mmol) are mixed in 6.5 mL of 1,4-dioxane and 0.65 mL of water. Argon gas is bubbled through the mixture for 10 min and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium (II) (178 mg, 0.25 mmol) is added. The mixture is heated at 100° C. for 16 hrs. Then the solvents are removed and EtOAc (50 mL) is added along with 30 mL of water. The mixture is filtered to remove any solid and the organic layer is separated. The aqueous layer is extracted with EtOAc (2×25 mL) and the organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography affords 300 mg of 5-pyridin-3-yl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine.

Provenance & Evidence