Hydrochloric Acid → 3-(4-(1-aminocyclobutyl)phenyl)-8-(3-isocyanophenyl)-2-phenyl-4H-pyrano[2,3-c]pyridin-4-one

Participants

Reaction Steps

Following the procedure used to prepare 3-(4-(1-aminocyclobutyl)phenyl)-2-phenyl-8-(1,3,5-trimethyl-1H-pyrazol-4-yl)-4H-pyrano[2,3-c]pyridin-4-one, tert-butyl (1-(4-(8-(3-isocyanophenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl)carbamate was reacted with HCl in dioxane. The product was purified by preparative HPLC to give the title compound (5 mg, 15%). 1H NMR (500 MHz, CD3OD): δ 8.69 (d, J=8.2 Hz, 1H), 8.41 (s, 1H), 8.32-8.29 (m, 1H), 8.05 (d, J=8.3 Hz, 1H), 7.79-7.75 (m, 1H), 7.65-7.61 (m, 1H), 7.40-7.19 (m, 9H), 2.75-2.65 (m, 2H), 2.45-2.40 (m, 2H), 2.18-2.12 (m, 1H), 1.91-1.82 (m, 1H). LC-MS (Method I): RT=4.68 min, [M+2]+=471.

Provenance & Evidence