Sodium Carbonate → HCID 68958883, compound

Participants

Reaction Conditions

Reaction Steps

To N,N-dimethylacetamide 2.5 mL solution of tert-butyl 4-bromo-2-(4-fluoroanilino)benzoate 0.10 g were added 2-methoxy-5-pyridinboronic acid 63 mg, sodium carbonate 72 mg and polymer-carried di(acetato)dicyclohexylphenylphosphine palladium(II) 8 mg, and it was stirred at 110° C. for 15 hours. After the reaction mixture was cooled to room temperature,2-methoxy-5-pyridinboronic acid 21 mg and polymer-carried di(acetato)dicyclohexylphenylphosphine palladium(II) 8 mg were added to it, and it was stirred at 110° C. for 36 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, and ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 2-(4-fluoroanilino)-4-(2-methoxypyridin-5-yl)benzoate.

Provenance & Evidence