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Dimethylformamide → [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-phenethyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 4-(4-Chlorophenoxy)aniline | HCID 7578 | — |
| 反応物 | 2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone | HCID 86591969 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | [3-(4-{1-[4-(4-Chloro-phenoxy)-phenyl]-2-phenethyl-1h-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine | HCID 59698958 | — |
反応手順
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%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07714013B2 |
| 出典データセット | uspto-grants-2010_05 |
| ORD ID | ord-6297b0a9197140f5ae74d952ffbc1f56 |
| 出典メモ | uspto-grants-2010_05 |