Sodium Carbonate → 4-(2-Pyridin-4-yl-imidazol-1-yl)-phenylamine

Participants

Reaction Steps

To a solution of 4-[1-(4-Nitro-phenyl)-1H-imidazol-2-yl]-pyridine (6.16 g, 23.0 mmol) in EtOH (75.0 mL) and 2N HCl (7.0 mL) is added iron powder (325 mesh, 17.40 g, 312 mmol) and refluxed for 1 h. The solution is then cooled to RT and Na2CO3 (4.87 g, 56.0 mmol) is added and the resultant suspension is filtered through a pad of celite (521). The filter cake is then washed with EtOH (100 mL) and the filtrate is concentrated under reduced pressure to a brown solid. The crude sample is then purified by column chromatography (5% MeOH:95% DCM) to afford 4-(2-Pyridin-4-yl-imidazol-1-yl)-phenylamine as a tan solid.

Provenance & Evidence