Pyrrolidine → 7-Bromo-2-(pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridine

Participants

Reaction Steps

A mixture of 2,7-dibromo-[1,2,4]triazolo[1,5-a]pyridine (770 mg, 2.78 mmol) and pyrrolidine (15 ml, 181 mmol) was refluxed for 3 hours under nitrogen atmosphere. The pyrrolidine was evaporated. The residue was diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated. The crude material was applied on silicagel and purified by flash chromatography over a 50 g silicagel column using heptane/ethyl acetate 10-50% as eluent affording 7-bromo-2-pyrrolidin-1-yl-[1,2,4]triazolo[1,5-a]pyridine (383 mg, 51.5%) as an off-white solid. mp: 170-172° C., MS: m/z=266.9/269 (M+H+)

Provenance & Evidence