Toluene → HCID 57910772, compound

Participants

Reaction Conditions

Reaction Steps

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (14.0 mg, 0.0190 mmol) was added to a stirred solution of 8d (47.0 mg, 0.0950 mmol), 3-bromo-5-methoxypyridine (23.0 mg, 4.43 mmol) and sodium carbonate (100 μL of a 2.0 M aqueous solution, 0.200 mmol) in EtOH:toluene (500 μL of an 80:20 mixture, respectively) at rt. The resulting solution was heated to 95° C. for approximately 5 h. After cooling to rt, the reaction mixture was filtered through a short column of CELITE®, eluting with EtOAc. The filtrate was washed with water, brine, dried (sodium sulfate) and concentrated in vacuo. The crude residue was purified by flash chromatography on silica gel (gradient elution; 20%-50% EtOAc/hexanes as eluent) to furnish the title compound 8e. m/z (ES) 479 (MH)+.

Provenance & Evidence