3-Pyridineacetic acid → HCID 20251890, compound

Participants

Reaction Steps

To a solution of 2-anilinoaniline (1.84 g) and 3-pyridineacetic acid (1.37 g) in chloroform (20 ml) was dropwise added phosphorus oxychloride (1.53 g) and the mixture was refluxed for 6 hours. After removal of the solvent under reduced pressure, the resultant residue was poured into a saturated aqueous solution of sodium bicarbonate. The mixture was extracted twice with ethyl acetate. The combined extract was washed with water and a saturated aqueous solution of sodium chloride successively, and dried over magnesium sulfate. The solvent was removed under reduced pressure to give a crystalline product, which was recrystallized from a mixture of isopropyl alcohol and n-hexane (1:2) to give 2-(pyridin-3-yl)methyl-1-phenyl-1H-benzimidazole (1.0 g).

Provenance & Evidence