Potassium Carbonate → 4-Chloro-2-(3,5-difluorophenyl)-3-methyl-1,8-naphthyridine

Participants

Reaction Steps

Prepared according to Procedure G by stirring 2,4-dichloro-3-methyl-1,8-naphthyridine (0.4 g, 1.877 mmol), 3,5-difluorophenylboronic acid (0.445 g, 2.82 mmol), tetrakis(triphenylphosphine)palladium (0) (0.217 g, 0.188 mmol), potassium carbonate (0.519 g, 3.75 mmol), and toluene (6 mL) at 95° C. under nitrogen for 18 h. Purification by column chromatography (silica; 0-25% EtOAc in hexanes) afforded 4-chloro-2-(3,5-difluorophenyl)-3-methyl-1,8-naphthyridine as a yellow amorphous solid. Mass Spectrum (ESI) m/e=291.0 (M+1).

Provenance & Evidence