Reacción #4664

Ecuación de reacción

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

potassium carbonate

ethyl iodide

→

solid

Rendimiento 37.7%

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

Rendimiento 37.7%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe mixture is kept for 4 hours at room temperature
2. 2
   Otrothe precipitate obtained
3. 3
   Filtraciónis filtered off
4. 4
   Lavadowashed with water
5. 5
   Extracciónextracted with chloroform
6. 6
   Lavadothe extract is washed with water
7. 7
   Otrothe organic layer is dried
8. 8
   Otrothe solvent is evaporated off
9. 9
   Otrothe residue is recrystallized from an ethanol/water mixture (1:1)

Procedimiento

A mixture of 1.5 g (0.005 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-1-formylamino-4-oxo-1,4-dihydroquinoline-3-carboxylate and 1.3 g (0.01 mol) of potassium carbonate in 10 ml of dimethylformamide is stirred for 3 hours at room temperature, 2.35 g (0.015 mol) of ethyl iodide are then added and the mixture is kept for 4 hours at room temperature. It is poured into a water/ice mixture, the precipitate obtained is filtered off, washed with water and extracted with chloroform, the extract is washed with water, the organic layer is dried, the solvent is evaporated off and the residue is recrystallized from an ethanol/water mixture (1:1) to give 0.7 g of a solid melting at 192°-194° C.

Fuente