3-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one → 3-Bromo-2-{(E)-2-[2-(hexyloxy)-3-methoxyphenyl]vinyl}-4H-pyrido[1,2-a]pyrimidin-4-one

Participants

Reaction Steps

The title compound was prepared from 3-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (1.501 g, 6.271 mmol) and 3-methoxy-2-(hexyloxy)benzaldehyde (1.642 g, 6.942 mmol) in the presence of sodium ethoxide (0.642 g, 9.401 mmol) in absolute ethanol (30 ml) as described in Intermediate 1 to give 986 mg of the product as a light yellow solid; 1H NMR (300 MHz, CDCl3) δ 0.84-0.90 (m, 3H), 1.30-1.38 (m, 4H), 1.52-1.58 (m, 2H), 1.88 (t, J=6.9 Hz, 2H) 3.87 (s, 3H), 4.01 (t, J=6.9 Hz, 2H), 6.90 (d, J=8.1 Hz, 1H), 7.04-7.10 (m, 2H), 7.31 (d, J=7.8 Hz, 1H), 7.59-7.70 (m, 3H), 8.38 (d, J=15.6 Hz, 1H), 8.94 (d, J=7.5 Hz, 1H).

Provenance & Evidence