Potassium Carbonate → HCID 66759894, compound

Participants

Reaction Steps

A solution of phenylboronic acid (35.0 mg, 287 μmol), tert-butyl 4-[4-(7-amino-3-chlorofuro[2,3-c]pyridin-4-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate (65 mg, 144 μmol), (1,1′-bis(diphenylphosphino)ferrocene)palladium dichloride (10.5 mg, 14.4 μmol), potassium carbonate (29.8 mg, 216 μmol) in 1,4-dioxane (785 μL) and H2O (259 μL) was evacuated and filled with argon three times. The mixture was irradiated in a microwave reactor at 100° C. for 40 min. The reaction mixture was partitioned between EtOAc and brine/water and separated. The aqueous layer was extracted with EtOAc (3×) and the combined organic extracts were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (60 to 100% EtOAc:hexanes) to afford tert-butyl 4-[4-(7-amino-3-chloro-2-phenylfuro[2,3-c]pyridin-4-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate. MS (ESI): 494.16 [M+H]+; HPLC tR=3.11 min.

Provenance & Evidence