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HRID 379721作成日:2026年10月24日

Water → 3-Amino-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indole

https://huagongshe.com/ja/reaction/379721

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Phenacyl bromideHCID 6259—
反応物Sodium hydrideHCID 24758—
反応物4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrileHCID 18367888—
溶媒DimethylformamideHCID 6228—
生成物3-Amino-2-benzoyl-6-chloro-1-(ethoxycarbonyl)indoleHCID 1836783372%

反応条件

温度0 °C

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US06300363B1
出典データセットuspto-grants-2001_10
ORD IDord-12066afaf31c4f06a4ac9a1e53cca32c
出典メモuspto-grants-2001_10