Diethyl Malonate → 4-Hydroxy-6-oxo-2-(4-phenoxyphenyl)-1,6-dihydropyridine-3-carbonitrile

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Reaktionsschritte

3-Amino-3-(4-phenoxyphenyl)acrylonitrile (720 mg, 3.05 mmol) in diethyl malonate (9 mL, 59.3 mmol) was microwaved at 250° C. for 10 min. After cooling to room temperature, the solid was collected by filtration, washed with 20% isopropanol in heptanes and dried under vacuum to give 4-hydroxy-6-oxo-2-(4-phenoxyphenyl)-1,6-dihydropyridine-3-carbonitrile (688 mg, 74% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.95 (1H, br. s), 7.67 (2H, δ, J=8.53 Hz), 7.48 (2H, t, J=7.91 Hz), 7.25 (1H, t, J=7.40 Hz), 7.11 (4H, dd, J=19.70, 8.16 Hz), 5.52-5.74 (1H, m); MS (ES+) m/z: 305 (M+H); LC retention time: 3.546 min (analytical HPLC Method A).

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