Hydrochloric Acid → 2-((6-Oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-9-ylamino)methyl)benzamide

Participants

Reaction Conditions

Reaction Steps

462 (51 mg, 0.16 mmol) and NaOH (1M, aqueous, 2 mL) were suspended in dioxane (2 mL), and stirred for 30 minutes at 150° C. The reaction mixture was acidified with HCl (2M in diethyl ether, 1.6 mL), concentrated, and purified via prep-LC-MS to provide 481 (4 mg, 7% yield) as a white powder. LC-MS (M+H=345, obsd.=345). 1H NMR (400 MHz, DMSO-D6) δ 8.56 (d, J=7.9, 1H), 8.43 (d, J=3.1, 1H), 8.05 (d, J=8.6, 1H), 7.94 (d, J=6.7, 1H), 7.45 (s, 1H), 7.25 (m, 3H), 6.92 (d, J=8.6, 1H), 6.66 (s, 1H), 5.98 (s, 2H).

Provenance & Evidence