Reaktion #48208

Reaktionsgleichung

Sodium hydride

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

ethyl acetate

2-benzyloxy-1-chloro-5-chloromethyl-3-methoxy-benzene

→

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

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with water (2×50 mL) and brine (30 mL)
4. 4
   TrocknenThe organic layer was dried over sodium sulphate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   Temperaturheated
7. 7
   Temperaturto reflux for 5 minutes
8. 8
   FiltrationThe white solid was filtered off
9. 9
   Sonstigedried under high vacuum

Vorschrift

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-1-chloro-5-chloromethyl-3-methoxy-benzene (CAB02174, 1.49 g, 5.0 mmol) was added. The reaction mixture was stirred overnight and ethyl acetate (100 mL) and water (50 mL) were added. The organic layer was separated and washed with water (2×50 mL) and brine (30 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 (79%).

Quelle