Sodium Bicarbonate → 4-[2-(2-Fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyrido[3,4-d]pyrimidine

Participants

Reaction Conditions

Reaction Steps

A slurry of 268 mg (1.00 mmol) 2-(2-fluoro-phenyl)-[1,8]naphthyridine-4-boronic acid, 166 mg (1.00 mmol) 4-chloropyrido[3,4-d]pyrimidine, 101 mg (1.20 mmol) sodium bicarbonate and 4.5 mg (0.020 mmol) palladium(II)acetate in a mixture of 4 ml dimethylacetamide and 4 ml ethanol was heated to 80° C. and stirred at this temperature for 18 hours. The reaction mixture was cooled to room temperature and partitioned between water and dichloromethane. The organic phase was dried over sodium sulfate and evaporated. The residue was chromatographed on a silica gel column with dichloromethane/ethyl acetate as eluent yielding 4-[2-(2-fluoro-phenyl)-[1,8]naphthyridin-4-yl]-pyrido[3,4-d]pyrimidine as colourless crystals; HPLC/MS: 1.91 min, [M+H] 354.

Provenance & Evidence