Réaction #87932

Équation de réaction

4-{Amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-bromo-benzonitrile

INTERMEDIATE 21

4-{Amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-bromo-benzonitrile

triethylamine

1,1′-carbonyldiimidazole

→

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

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   AutreThe solvent is evaporated under reduced pressure and water
2. 2
   workup.ADDITIONis added
3. 3
   AutreThe product precipitates
4. 4
   Filtrationthe precipitate is filtered off
5. 5
   Lavagewashed with water
6. 6
   Autredried
7. 7
   Autre0.64 min (X012_S02)

Mode opératoire

4-{Amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-bromo-benzonitrile (INTERMEDIATE 21, 16.5 g, 33 mmol) is suspended in acetonitrile (150 mL) and triethylamine (3.47 mL, 24.7 mmol) and 1,1′-carbonyldiimidazole (6.7 g, 41.2 mmol) are added. The mixture is stirred at room temperature for 1 h. The solvent is evaporated under reduced pressure and water is added. The product precipitates; the precipitate is filtered off, washed with water and dried. Yield: 14 g. ESI mass spectrum: [M+H]+=490 (bromine isotope pattern); Retention time HPLC: 0.64 min (X012_S02).

Source