Reacción #41060

Ecuación de reacción

1-(4-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}butyl)-2,4(1H,3H)-pyrimidinedione

1-(4-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}butyl)-2,4(1H,3H)-pyrimidinedione hydrochloride

Lawesson's reagent

→

title compound

Rendimiento 63.0%

4-thioxo-1-(4-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}butyl)-3,4-dihydro-2(1H)-pyrimidinone hydrochloride

Rendimiento 63.0%

Disolventes

DME

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 hours
2. 2
   OtroThe solvent was evaporated under vacuum
3. 3
   workup.DISSOLUTIONThe crude was re-dissolved in ethyl acetate
4. 4
   Lavadowashed with water
5. 5
   SecadoThe organic phase was dried (Na2SO4)
6. 6
   Filtraciónfiltered
7. 7
   Otroevaporated
8. 8
   Otrothe crude was purified by flash chromatography with DCM-MeOH—NH4OH (98-2-0.2)

Procedimiento

A solution of 1-(4-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}butyl)-2,4(1H,3H)-pyrimidinedione (E5, 110 mg, 0.3 mmol) and Lawesson's reagent (184 mg, 0.5 mmol) in DME (2 mL) was stirred at reflux for 2 hours. The solvent was evaporated under vacuum. The crude was re-dissolved in ethyl acetate and washed with water. The organic phase was dried (Na2SO4) filtered and evaporated; the crude was purified by flash chromatography with DCM-MeOH—NH4OH (98-2-0.2) to give the title compound as a yellow oil (80 mg, 63% yield).

Fuente