HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | 4-(4-Chlorophenoxy)aniline | HCID 7578 | — |
| Edukt | 2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone | HCID 86591969 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-isobutyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737285B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-dbc193f488134261901b8ecf05a8a207 |
| Quellennotiz | uspto-grants-2010_06 |