Sodium Bicarbonate → HCID 56591567, compound

Participants

Reaction Conditions

Reaction Steps

A slurry of 151 mg (0.50 mmol) 2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridine-4-boronic acid, 84.9 mg (0.40 mmol) 5-bromoisoquinoline and 44.4 mg (0.53 mmol) sodium bicarbonate in 2 ml DMF and 1 ml water was heated to 80° C. under nitrogen. Then 16.3 mg (0.02 mmol) bis-(triphenylphosphine)-palladium(II)-chloride were added. The reaction mixture was stirred for 18 hours at 80° C. Water was then added to the reaction mixture and the resulting precipitate was filtered off. The residue was chromatographed on a silica gel column with dichloromethane/methanol as eluent yielding 2-(5-chloro-2-fluoro-phenyl)-4-isoquinolin-5-yl-[1,8]naphthyridine as colourless crystals: HPLC/MS: 2.10 min, [M+H] 386.

Provenance & Evidence