Water → HCID 58071947, compound

Participants

Reaction Conditions

Reaction Steps

1 g 7-(3,4-Dimethoxy-phenyl)-[1,6]naphthyridine-5-ol (5.31) was placed in 20 mL N,N-dimethylformamide at ambient temperature before 2.45 g potassium carbonate was added. The reaction was stirred for 10 min at ambient temperature before 0.74 mL bromoacetonitrile was introduced. The reaction was heated to 60° C. under an atmosphere of nitrogen for 4 h. After this time, the reaction was cooled to ambient temperature and water was added. The mixture was extracted with ethyl acetate (×2) and the combined organic fractions were washed with water (×2), saturated sodium chloride solution, dried over sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. Purification by chromatography on silica gel (tert-butyl methyl ether/ethyl acetate: 100:0 to 0:100) provided the title compound.

Provenance & Evidence