1H-Pyrrolo(2,3-b)pyridine → HCID 67171743, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-azaindole (2.6 g, 22.0 mmol) in MeOH (120 mL) and water (60 mL) was added KOH (12.35 g) and the mixture was heated to 75° C. N-Boc-piperidin-3-one (20.4 g, 110 mmol) in methanol was added dropwise and following completion of the addition the mixture was stirred at 75° C. overnight. The reaction mixture was concentrated in vacuo, and the residue was taken up in water and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulphate and concentrated to dryness. The residue was purified by column chromatography (DCM/MeOH) to afford tert-butyl 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate (1 g) and tert-butyl 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2,3-dihydro-1H-pyrrole-1-carboxylate (1 g).

Provenance & Evidence