反应详情

温度

60 °C

9-Hydroxy-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid (GB1417129) (0.905 g, 3.69 mmol) was suspended in dry DMF (50 mL). To this was added potassium carbonate (3.06 g, 22 mmol) and dibenzyl-(2-chloroethyl)amine hydrochloride (2.37 g, 8 mmol). The mixture was heated at 60° C. for 16 h, then more potassium carbonate (0.55 g) and dibenzyl-(2-chloroethyl)amine hydrochloride (1.18 g, 4 mmol) were added. After a further 25 h at 75° C. the mixture was evaporated. The residue was diluted with water and extracted with ethyl acetate (×3). The combined organic extracts were washed with brine, dried and evaporated under reduced pressure. The crude product (4.0 g) was purified by chromatography on silica gel (100 g), eluting with 0-4% methanol in dichloromethane, to give the title compound (2.25 g, 89%); ESMS m/z 692 [M+H]+ (100%).

1. customAfter a further 25 h at 75° C. the mixture was evaporated
2. additionThe residue was diluted with water
3. extractionextracted with ethyl acetate (×3)
4. washThe combined organic extracts were washed with brine
5. customdried
6. customevaporated under reduced pressure
7. customThe crude product (4.0 g) was purified by chromatography on silica gel (100 g)
8. washeluting with 0-4% methanol in dichloromethane