Cesium carbonate → HCID 66930609, compound

Participants

Reaction Steps

A mixture of 1,1-dimethylethyl 2-(4-bromophenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (150 mg, 0.38 mmol) (may be prepared as described in Description 12), 1,3-oxazolidin-2-one (100 mg, 1.15 mmol), tris(dibenzylideneacetone)dipalladium(0) (18.0 mg, 0.02 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (35.0 mg, 0.06 mmol) and cesium carbonate (195 mg, 0.60 mmol) in dioxan (4 ml) was heated at reflux under argon for 3 hours and then in the microwave for 2 hours at 150° C. The mixture was diluted with ethyl acetate, filtered through celite and washed with 2×20 ml of water. The combined ethyl acetate layers were dried over magnesium sulphate, filtered and evaporated. The crude product was purified by column chromatography eluting with a mixture of ethyl acetate/pentane (50-100%) to afford the product (D26); MS (ES+) m/e 399 [M+H]+.

Provenance & Evidence