Cesium carbonate → HCID 67774848, compound

Participants

Reaction Conditions

Reaction Steps

To an argon purged solution of 7-bromo-N-ethyl-N-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-amine (549 mg, 2.15 mmol) in dioxane (20.6 ml) were added tert-butyl carbamate (303 mg, 2.58 mmol), cesium carbonate (982 mg, 3.01 mmol), tris(dibenzylideneacetone) dipalladium(0) (39.4 mg, 43.0 μmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (49.8 mg, 86.1 mmol). The resulting mixture was heated to 100° C. and stirred for 2.5 days (weekend) under argon atmosphere. 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 [2-(ethyl-methyl-amino)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-carbamic acid tert-butyl ester (509 mg, 81.2%) as a white solid. mp: 181-183° C., MS: m/z=292.3 (M+H+)

Provenance & Evidence