Reacción #433780

Ecuación de reacción

Compound 22

4-Chloro-1-(4-fluorobenzyl)-6-methyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrile

piperazine

→

yellow solids

Rendimiento 72.0%

1-(4-Fluoro-benzyl)-6-methyl-2-oxo-4-(piperazin-1-yl)-1,2-dihydro-quinolin-3-carbonitrile

Rendimiento 72.0%

Disolventes

dichloromethane

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed under reduced pressure
2. 2
   Otrosonicated briefly
3. 3
   Filtraciónfiltered
4. 4
   workup.DISSOLUTIONThe solids were dissolved in ethyl acetate
5. 5
   Lavadowashed by water
6. 6
   SecadoThe organic layer was dried over Na2SO4
7. 7
   Concentraciónconcentrated

Procedimiento

A solution of Compound 22 (1.6 g, 4.9 mmol) in dichloromethane was added slowly to a stirred solution of piperazine (2.2 g, 24.5 mmol) in CH2Cl2 at room temperature and further stirred overnight. The solvent was removed under reduced pressure. The residue was taken in water, sonicated briefly, and filtered. The solids were dissolved in ethyl acetate and washed by water. The organic layer was dried over Na2SO4 and concentrated to yield 1.30 g (72%) of yellow solids. M.P. 121° C. 1H NMR (DMSO-d6): δ 2.35 (s, 3H), 2.96 (m, 4H), 3.54 (m, 4H), 5.42 (s, 2H), 7.11–7.17 (m, 2H), 7.23–7.26 (m, 2H), 7.44 (dd, J=1.2, 8.6 Hz, 1H), 7.64 (s, 1H). EIMS m/z 377 (M+1).

Fuente