反应详情

温度

50 °C

A mixture of 2-cyano-3-(3,4-dimethoxyphenylamino)acrylic acid ethyl ester (from Step A, 40 g, 145 mmol) and Dowtherm A (1.2 L) was heated to reflux and allowed to stir under nitrogen atmosphere for 10 hours. The resultant reaction mixture was then allowed to cool to 50° C. and diluted with hexane. The resultant suspension was filtered and the collected solid was sequentially washed with hexane and methylene chloride, then dried in vacuo to provide 6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile as a brown solid (21.1 g, 63%). mp 330-350° C. dec; 1H NMR (DMSO-d6)δ 12.57 (s,1H), 8.59 (s, 1H), 7.44 (s, 1H), 7.03 (s, 1H), 3.89 (s, 3H), 3.87 (s, 3H); MS (ES+) m/z 231.0 [M+H].

1. temperaturewas heated
2. temperatureto reflux
3. customThe resultant reaction mixture
4. filtrationThe resultant suspension was filtered
5. washthe collected solid was sequentially washed with hexane and methylene chloride
6. customdried in vacuo