Hydrochloric Acid → 2-(3-(4-(1-aminocyclobutyl)phenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-8-yl)-6-fluorobenzoic acid

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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-(2-cyano-3-fluorophenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl)carbamate was reacted with HCl in dioxane and further heated 5 min with concentrated sulphuric acid (0.1 mL) to give the title compound. (5 mg, 20%). 1H NMR (500 MHz, CD3OD): δ 8.65 (d, J=8.2 Hz, 1H), 8.15 (d, J=8.3 Hz, 1H), 7.71-7.65 (m, 1H), 7.58-7.54 (m, 1H), 7.50-7.45 (m, 2H), 7.40-7.25 (m, 6H) 7.20-7.15 (m, 2H), 2.85-2.75 (m, 2H), 2.62-2.55 (m, 2H), 2.28-2.19 (m, 1H), 2.05-1.91 (m, 1H). LCMS (Method I): RT=4.25 min, [M+2]+=508.

Provenance & Evidence