Hydrochloric Acid → 6-[(2,6-difluorophenyl)amino]-9-fluorobenzo[c]-1,6-naphthyridin-1(2H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,6-dichloro-9-fluorobenzo[c]-1,6-naphthyridine (70 mg, 0.26 mmol) in dioxane (2 mL) were added HCl (0.131 mL, 4 N in dioxane) and 2,6 difluoroaniline (67.7 mg, 0.524 mmol) and heated to 150° C. for 3 hr. The reaction was cooled and purified by reverse phase HPLC. 1H NMR (600 MHz, CD3OD) δ 9.66 (dd, 1H), 8.56 (s, 1H) 7.50 (m, 1H), 7.48 (m, 2H), 7.13 (m, 2H), 6.45 (dd, 1H). LRMS (ESI) calc'd for (C18H11F3N3O) [M+H]+, 342.1; found 342.0.

Provenance & Evidence