Sodium Hydroxide → phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone

Participants

Reaction Steps

Phenyl[1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl]methanone (Reference Example 13) (2.2 g, 6.1 mmol) and 10% aq NaOH (70 mL) in EtOH (135 mL) was heated to reflux. After 14 h, the mixture was concentrated under reduced pressure to remove most of the EtOH. The mixture was diluted with H2O (50 mL) and extracted with EtOAc (2×100 mL). The combined extracts were washed with saturated NaCl (25 mL), dried (Na2SO4) and concentrated under reduced pressure. Trituration in EtOAc/diethyl ether gave phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone (1.14 g, 83%).

Provenance & Evidence