Reacción #724475

Ecuación de reacción

1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

morpholine

diazabicyclo [2.2.2]octane

→

1-cyclopropyl-6,8-difluoro-7-(morpholin-4-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Rendimiento 68.5%

Disolventes

dimethyl sulphoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONThe solvent is distilled off in vacuo, 50 ml of water
2. 2
   workup.ADDITIONare added to the residue
3. 3
   Filtraciónthe product is filtered off under suction
4. 4
   Lavadowashed with water
5. 5
   Otrodried in vacuo
6. 6
   Otrorecrystallised from glycol monomethyl ether

Procedimiento

A mixture of 2.83 g (0.01 mol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 0.9 g (0.01 mol) of morpholine and 2.3 g of diazabicyclo [2.2.2]octane (0.02 mol) in 35 ml of dimethyl sulphoxide is heated to 140° C. for 5 hours. The solvent is distilled off in vacuo, 50 ml of water are added to the residue, the mixture is acidified with semiconcentrated hydrochloric acid, and, when the mixture is cold, the product is filtered off under suction, washed with water, dried in vacuo and recrystallised from glycol monomethyl ether. 2.4 g of 1-cyclopropyl-6,8-difluoro-7-(morpholin-4-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid having a decomposition temperature of 257°-260° C. are obtained.

Fuente