Reaktion #45988

Reaktionsgleichung

4-(6-methoxy-naphthalen-2-yloxy)aniline

DMF

2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone

→

desired product

[3-(4-{2-butyl-1-[4-(6-methoxy-naphthalen-2-yloxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine

Lösungsmittel

H2O

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe combined organic layers were washed with brine
2. 2
   Trocknendried over sodium sulfate
3. 3
   SonstigeEvaporation of solvent in vacuuo

Vorschrift

To a stirred solution of an 4-(6-methoxy-naphthalen-2-yloxy)aniline (5 mmol) in anhydrous DMF (20 mL) DIEA (15 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (4.6 mmol), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC or HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in EtOAc. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was used for further transformation without additional purification.

Quelle