Reacción #433779

Ecuación de reacción

Compound 21

1-Benzyl-4-chloro-6-methyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrile

piperazine

→

yellow solids

Rendimiento 96.0%

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

Rendimiento 96.0%

Disolventes

dichloromethane

dichloromethane

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 21 (1.2 g, 3.9 mmol) in dichloromethane was added slowly to a stirred solution of piperazine (1.67 g, 19.4 mmol) in dichloromethane at room temperature. The solution was stirred overnight at room temperature. 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 1.34 g (96%) of yellow solids. M.P. 152° C. 1H NMR (DMSO-d6): δ 2.34 (s, 3H), 2.94 (m, 4H), 3.54 (m, 4H), 5.44 (s, 2H), 7.16–7.20 (m, 2H), 7.22 (d, J=7.6 Hz, 1H), 7.28–7.31 (m, 3H), 7.40 (d, J=8.8 Hz, 1H), 7.64 (s, 1H). EIMS m/z 359 (M+1).

Fuente