tert-butyl 4-(4-{6-[(E)-2-(dimethylamino)ethenyl]-5-nitropyridin-3-yl}-1H-pyrazol-1-yl)piperidine-1-carboxylate → tert-butyl 4-[4-(1H-pyrrolo[3,2-b]pyridin-6-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Participants

Reaction Steps

To a solution of tert-butyl 4-(4-{6-[(E)-2-(dimethylamino)ethenyl]-5-nitropyridin-3-yl}-1H-pyrazol-1-yl)piperidine-1-carboxylate (prepared in example 18: 4.0 g, 9.05 mmol) in MeOH (50 mL) was added Pd—C (10%, wet, 2.0 g) and the reaction mixture was hydrogenated under a hydrogen balloon at room temperature for 2 h. The catalyst was filtered off and solvent was evaporated. The residue was washed with ethyl acetate to give a solid (3.1 g, yield 93%).

Provenance & Evidence