Reacción #87923

Ecuación de reacción

Triethylamine

4-{amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-methylsulfanyl-benzonitrile hydrochloride

INTERMEDIATE 5

4-{amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-methylsulfanyl-benzonitrile hydrochloride

1,1′-carbonyldiimidazole

→

4-[2,5-Dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-3-methylsulfanyl-benzonitrile

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture is evaporated
2. 2
   workup.ADDITIONWater is added
3. 3
   Filtraciónthe precipitate is filtered
4. 4
   Lavadowashed with water
5. 5
   workup.DISSOLUTIONThe residue is dissolved in dichloromethane
6. 6
   Otroevaporated
7. 7
   Otro1.05 min (Z018_S04)

Procedimiento

Triethylamine (89 μL, 0.634 mmol) is added to a mixture of 4-{amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-methylsulfanyl-benzonitrile hydrochloride (INTERMEDIATE 5, 1.19 g, 2.54 mmol) and 1,1′-carbonyldiimidazole (480 mg, 2.96 mmol) in acetonitrile (4 mL) and the mixture is stirred at room temperature for 15 min. The reaction mixture is evaporated. Water is added, the precipitate is filtered and washed with water. The residue is dissolved in dichloromethane and evaporated. Yield: 1.02 g. ESI mass spectrum: [M+H]+=458; Retention time HPLC: 1.05 min (Z018_S04).

Fuente