Reacción #4656

Ecuación de reacción

ethyl 6-fluoro-7-(pyrrol-1-yl)-4-hydroxyquinoline-3-caboxylate

potassium carbonate

ethylene bromohydrin

→

solid

Rendimiento 45.9%

ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Rendimiento 45.9%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITleft
2. 2
   Temperaturato cool
3. 3
   Temperaturathe mixture is heated at 80°-90° C. for 10 hours
4. 4
   workup.ADDITIONactive carbon is added
5. 5
   Filtraciónthe mixture is filtered hot
6. 6
   Otrothe filtrate is evaporated to dryness, water
7. 7
   workup.ADDITIONis added
8. 8
   Otrothe precipitate formed
9. 9
   Filtraciónis filtered off
10. 10
    Lavadowashed with water
11. 11
    OtroIt is recrystallized from dimethylformamide

Procedimiento

A mixture of 2 g (0.0076 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-4-hydroxyquinoline-3-caboxylate and 1.85 g (2×0.0076 mol) of potassium carbonate in 20 ml of dimethylformamide is heated for 30 minutes at 60° C. and left to cool, 3.35 g (4×0.0076 mol) of ethylene bromohydrin are added, the mixture is heated at 80°-90° C. for 10 hours, active carbon is added, the mixture is filtered hot, the filtrate is evaporated to dryness, water is added and the precipitate formed is filtered off and washed with water. It is recrystallized from dimethylformamide to give 1.2 g of a solid melting at 237°-239° C.

Fuente