4-Pyridinemethanamine → HCID 58168257, compound

Participants

Reaction Conditions

Reaction Steps

9-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (50 mg, 0.22 mmol), 1-pyridin-4-ylmethanamine (47 mg, 0.43 mmol), palladium(II) acetate (2 mg, 0.01 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (10 mg, 0.02 mmol), and sodium tert-butoxide (83 mg, 0.87 mmol) were suspended in dioxane (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with MeOH, filtered through a membrane, and purified via prep-LC-MS to provide 124 (10 mg, 15% yield) as a tan solid. LC-MS (M+H=303, obsd.=303). 1H NMR (400 MHz, d6-DMSO): δ 11.50 (s, 1H), 8.52 (m, 3H), 8.41 (d, 1H), 8.01 (dd, 1H), 7.42 (d, 2H), 7.35 (m, 2H), 7.24 (m, 1H), 6.95 (d, 1H), 4.58 (d, 2H).

Provenance & Evidence