Cesium carbonate → HCID 86657055, compound

Participants

Reaction Conditions

Reaction Steps

6-(benzyloxy)-4-bromopyrazolo[1,5-a]pyridine (150 mg, 0.495 mmol), tert-butyl carbamate (116 mg, 0.990 mmol), tris(dibenzylideneacetone)dipalladium (0) (45.3 mg, 0.049 mmol), Xantphos (57.3 mg, 0.099 mmol), and cesium carbonate (484 mg, 1.48 mmol) were suspended in 1,4-dioxane (5 mL). The mixture was sparged with argon for 10 minutes then heated to 95° C. After 2 h, the reaction mixture was diluted in ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and brine then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate/isohexane gradient) to afford tert-butyl [6-(benzyloxy)pyrazolo[1,5-a]pyridin-4-yl]carbamate contaminated with tert-butyl carbamate.

Provenance & Evidence