Réaction #48192

Équation de réaction

ethyl acetate

Sodium hydride

4-([1,2,4]triazol-4-ylamino)-benzonitrile

2-benzyloxy-5-bromomethyl-1,3-dichloro-benzene

→

4-[(4-Benzyloxy-3,5-dichloro-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrile

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   AutreThe mixture was transferred into a separation funnel
3. 3
   Lavagewashed with water (2×100 mL) and brine (20 mL)
4. 4
   SéchageThe organic layer was dried over sodium sulphate
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   Températureheated
7. 7
   Températureto reflux for 5 minutes
8. 8
   FiltrationThe white solid was filtered off
9. 9
   Autredried under high vacuum

Mode opératoire

Sodium hydride (60%, 200 mg, 5.0 mmol) was added to a solution of 4-([1,2,4]triazol-4-ylamino)-benzonitrile (926 mg, 5.0 mmol) in DMF (20 mL) at r.t. The mixture was stirred for 1 h at this temperature and 2-benzyloxy-5-bromomethyl-1,3-dichloro-benzene (CAB02118, 1.73 g, 5.0 mmol) was added. The reaction mixture was stirred overnight and ethyl acetate (75 mL) was added. The mixture was transferred into a separation funnel and washed with water (2×100 mL) and brine (20 mL). The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The residue was suspended in 2-propanol (20 mL) and heated to reflux for 5 minutes. The white solid was filtered off after cooling to room temperature and dried under high vacuum. Yield: 1.76 g (78%).

Source