反应详情

A suspension of 8.0 g (34.6 mM) of 6-(4-aminophenyl)-1,2-dihydro-2-oxonicotinic acid, 10 g (99 mM of triethylamine, and 560 ml of dichloromethane was stirred at room temperature for 11.3 g (0.104 mol) of chlorotrimethylsilane was added and solution was observed in 30 min. A suspension of 11.9 g (0.069 mol) of N-acetyl-4-oxo-L-proline in 160 ml of dichloromethane was stirred at -10° and 6.9 g (0.069 mol) of N-methylmorpholine was added followed by 6.6 g (0.069 mol) of methyl chloroformate over a ten min period. The reaction was stirred at -10° for 30 min and cooled to -30°. The above oxonicotinic acid solution was added in aliquots keeping the temperature below -5°, and the reaction mixture was stirred in an ice bath overnight, allowing the bath to come to room temperature. The reaction was evaporated to a gum and water was added. The resulting solid was filtered, dried, and digested with hot ethanol. The purified solid was filtered and dried to give 12 g of 6-[4-(N-acetyl-4-oxo-L-prolylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid;

1. additionwas added
2. stirringThe reaction was stirred at -10° for 30 min
3. temperaturecooled to -30°
4. customthe temperature below -5°
5. stirringthe reaction mixture was stirred in an ice bath overnight
6. customto come to room temperature
7. customThe reaction was evaporated to a gum and water
8. additionwas added
9. filtrationThe resulting solid was filtered
10. customdried
11. filtrationThe purified solid was filtered
12. customdried