Cesium carbonate → HCID 67774330, compound

Participants

Reaction Conditions

Reaction Steps

To an argon purged solution of 7-bromo-2-(pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridine (383 g, 1.43 mol) in dioxane (14.4 ml) were added tert-butyl carbamate (202 g, 1.72 mol), cesium carbonate (654 g, 2.01 mol), tris(dibenzylideneacetone) dipalladium(0) (26.3 g, 28.7 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (33.2 g, 57.4 mmol). The resulting mixture was heated to 100° C. and stirred for 18 hours under argon atmosphere. The crude material was applied on silicagel and purified by flash chromatography over a 20 g silicagel column using heptane/ethyl acetate 10-70% as eluent affording (2-pyrrolidin-1-yl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-carbamic acid tert-butyl ester (346 mg, 79.5%) as an off-white solid. mp: 216-219° C., MS: m/z=304.1 (M+H+)

Provenance & Evidence