Diethyl phenylmalonate → 4-Hydroxy-6-oxo-2-(4-phenoxyphenyl)-5-phenyl-1,6-dihydropyridine-3-carbonitrile

関与物質

反応手順

A mixture of (Z)-3-amino-3-(4-phenoxyphenyl)acrylonitrile (717 mg, 3.03 mmol) in diethyl 2-phenylmalonate (8 mL, 37.1 mmol) was microwaved at 250° C. for 15 min. After cooling to room temperature, the resulting suspension was filtered. The solid was washed with 20% isopropyl alcohol in heptanes and dried under vacuum to give 4-hydroxy-6-oxo-2-(4-phenoxyphenyl)-5-phenyl-1,6-dihydropyridine-3-carbonitrile (714 mg, 62% yield). 1H NMR (500 MHz, DMSO-d6) δ ppm 12.23 (1H, br. s), 10.76 (1H, br. s), 7.72 (2H, δ, J=8.80 Hz), 7.46-7.51 (2H, m), 7.39-7.44 (2H, m), 7.30-7.36 (3H, m), 7.26 (1H, t, J=7.42 Hz), 7.15 (2H, δ, J=7.70 Hz), 7.10 (2H, δ, J=8.80 Hz); MS (ES+) m/z: 381 (M+H); LC retention time: 3.820 min (analytical HPLC Method A).

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