反应详情

442 mg of 6-(3-chloro-4-hydroxyphenyl)-4,5-dihydro-5-methyl-1,2,4-triazin-3(2H)-one [prepared as described in step (a) above] were added to a stirred suspension of 85 mg of sodium hydride (as a 55% w/w dispersion in mineral oil) in 7 ml of anhydrous dimethylformamide, whilst ice-cooling, and the mixture was stirred at room temperature for 1 hour. To the ice-cooled suspension were then added 472 mg of α-chloro-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide (prepared as described in Preparation 1), and the reaction mixture was stirred at room temperature for 1 hour and then at 100° C. (bath temperature) for a further 1 hour. The dimethylformamide used as the solvent was removed by evaporation under reduced pressure, and then the mixture was diluted with ethyl acetate. It was then washed with water and with a saturated aqueous solution of sodium chloride, dried and concentrated by evaporation under reduced pressure. The residue was collected by filtration and then recrystallized from a mixture of chloroform and ethyl acetate, to give 326 mg of the title compound as a white powder melting at 167°-169° C. (with decomposition).

1. temperaturewhilst ice-cooling
2. stirringthe reaction mixture was stirred at room temperature for 1 hour
3. waitat 100° C. (bath temperature) for a further 1 hour
4. customwas removed by evaporation under reduced pressure
5. additionthe mixture was diluted with ethyl acetate
6. washIt was then washed with water and with a saturated aqueous solution of sodium chloride
7. customdried
8. concentrationconcentrated by evaporation under reduced pressure
9. filtrationThe residue was collected by filtration
10. customrecrystallized from a mixture of chloroform and ethyl acetate