3-Bromoaniline → 4-(3-Bromo-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

To 1.9 g of 4-chloro-6-fluoro-[1.7]naphthyridine-3-carbonitrile in 30 mL of absolute ethanol was added 1.6 mL of 3-bromoaniline. After refluxing the reaction under an inert atmosphere for 8 hours, the reaction mixture was cooled to 0° C. and the product was filtered and washed with cold ethanol. Drying in vacuo yielded 2.7 g (87%) of 4-(3-bromo-phenylamino)-6-fluoro-[1.7]naphthyridine-3-carbonitrile as an off-white solid: melting point 185-195° C.; mass spectrum (m/e): M+H 343.0, 345.1.

Provenance & Evidence