関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Phenacyl bromide | HCID 6259 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile | HCID 18367888 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-Amino-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indole | HCID 18367833 | 72% |
反応手順
To a solution of 4-chloro-2-(ethoxycarbonylamino)benzonitrile (10.8 g) in DMF (50 ml) cooled to 0° C. was added sodium hydride (60% w/w dispersion in mineral oil, 2.0 g, 50 mmol). The mixture was stirred for 30 min at 0° C. and then 2-bromoacetophenone (9.9 g, 50 mmol) was carefully added. After stirring for an additional 15 h at 0° C., the mixture was poured into water (500 ml) and extracted with diethyl ether (500 ml×2). After drying (MgSO4) and removal of solvent, the crude product was purified by flash chromatography eluting with ethyl acetate/hexane (1:5) to afford 11.8 g (72%) of the title compound as a brown amorphous solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06300363B1 |
|---|
| 出典データセット | uspto-grants-2001_10 |
|---|
| ORD ID | ord-12066afaf31c4f06a4ac9a1e53cca32c |
|---|
| 出典メモ | uspto-grants-2001_10 |
|---|