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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17698Erstellt: 24. Oktober 2026

Dimethylformamide → [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine

https://huagongshe.com/de/reaction/17698

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-(4-Chlorophenoxy)anilineHCID 7578—
Edukt2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanoneHCID 86591969—
LösungsmittelWaterHCID 962—
Produkt[3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amineHCID 25144973—

Reaktionsschritte

To a stirred solution of 4-amino-4′-chlorodiphenyl ether (1.2 eq., 6.2 mmol) in anhydrous DMF (10 mL) DIEA (3 eq. 16 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (5.2 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 extracted 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 purified by chromatography (Silica gel). Pure product obtained from 2-4% MeOH/DCM (yield˜22%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737285B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-dbc193f488134261901b8ecf05a8a207
Quellennotizuspto-grants-2010_06