Cesium carbonate → HCID 53357945, compound

Participants

Reaction Steps

An oven dried resealable Schlenk tube was charged with 3-(6-chloropyridin-2-yl)pyrazolo[1,5-a]pyridine-5-carbonitrile (Preparation 6, 30 mg, 0.12 mmol), (2,2-dimethylpropyl)amine (14 μL, 0.12 mmol), cesium carbonate (77 mg, 0.24 mmol), 1,1-binaphthalene-2,2′-diylbis(diphenylphosphine) (3 mg) and toluene (1.5 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon and palladium (II) acetate (5 mg) was added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was capped and placed in an oil bath at 120° C. and stirred for 16 h. The mixture was then cooled and ethyl acetate was added. The organic layer was washed with water, dried (MgSO4) and the solvents were evaporated. Purification of the residue by flash chromatography (dichloromethane to 150:1 dichloromethane/methanol) gave the title compound (13 mg, 34%) as a yellow solid.

Provenance & Evidence