Triphenylphosphine → HCID 10050399, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(5-benzyl-2-pyridin-2-yl-pyrazolo-[1,5-a]-pyridin-3-yl)-7-bromo-quinoline (118 mg, 0.24 mmol) in DMF (4 mL) and methanol (4 mL), add triphenylphosphine (20 mg, 0.07 mmol) and sodium acetate (28 mg, 0.36 mmol). Bubble nitrogen for 10 minutes. Add palladium acetate (16 mg, 0.07 mmol) and bubble nitrogen for another 10 minutes. Bubble carbon monoxide through the solution for 5 minutes and attach a carbon monoxide balloon. Heat the reaction mixture at 80° C. for 2 days. Cool the reaction mixture to room temperature. Add water (20 mL) and extract the aqueous solution with ethyl acetate (3×20 mL). Dry the combined organic layers with sodium sulfate and concentrate. Purify by flash column chromatography (SiO2, 20-50% ethyl acetate/hexanes) to give the title compound 84 mg (75%) as a yellow solid.

Provenance & Evidence