Cesium carbonate → HCID 67773599, compound

Participants

Reaction Conditions

Reaction Steps

To an argon purged solution of N-(2-bromo-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-1-methyl-4-(morpholine-4-carbonyl)-1H-pyrazole-5-carboxamide (40 mg, 92.1 μmol) in dioxane (1.84 ml) were added pyrrolidin-2-one (8.47 μl, 111 μmol), cesium carbonate (42.0 mg, 129 μmol), tris(dibenzylideneacetone)dipalladium(0) (1.69 mg, 1.84 μmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (2.13 mg, 3.68 μmol). The resulting mixture was heated to 100° C. and stirred overnight under argon atmosphere. The crude material was applied on SiO2 and purified by flash chromatography over a 5 g SiO2 column using heptane/ethyl acetate 10-100% to ethyl acetate/methanol 2% as eluent to give 2-methyl-4-(morpholine-4-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(2-oxo-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-yl]-amide (23 mg, 57%) as light yellow solid. mp: 269.9, MS: m/z=439.1 (M+H+).

Provenance & Evidence