Reacción #362538

Ecuación de reacción

Ammonium formate

2,5-dimethyl-3-(4-fluorophenyl)-1-[1-[2-(imidazolidin-2-on-1-yl)ethyl]1,2,3,6-tetrahydropyridin-4-yl]-1H-indole

2,5-Dimethyl-3-(4-fluorophenyl)-1-[1-[2-(imidazolidin-2-on-1-yl)ethyl]-1, 2,3,6-tetrahydropyridin-4-yl]-1H-indole

→

title compound

2,5-Dimethyl-3-(4-fluorophenyl)-1-[1-[2-(imidazolidin-2-on-1-yl)ethyl]-4-piperidyl]-1H-indole

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvents were evaporated in vacuo
2. 2
   workup.ADDITIONAfter addition of water the mixture
3. 3
   Extracciónextracted with ethyl acetate (2×50 ml).The combined organic phases
4. 4
   Secadowere dried (Na2SO4)
5. 5
   Otrothe solvents were evaporated in vacuo

Procedimiento

Ammonium formate (12 g) was added in small portions during 18 h to a refluxing mixture of 2,5-dimethyl-3-(4-fluorophenyl)-1-[1-[2-(imidazolidin-2-on-1-yl)ethyl]1,2,3,6-tetrahydropyridin-4-yl]-1H-indole 6a (1.9 g), 5% palladium on activated carbon (1 g) and ethanol (50 ml). The reaction mixture was cooled to room temperature and the solvents were evaporated in vacuo. After addition of water the mixture was made alkaline with concentrated NaOH and extracted with ethyl acetate (2×50 ml).The combined organic phases were dried (Na2SO4) and the solvents were evaporated in vacuo. This afforded the title compound which crystallized from diethyl ether. Yield 0.2 g, mp 188°-190° C.

Fuente