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HRID 230445作成日:2026年10月24日

Potassium Iodide → 1-(2-Bromo-benzyl)-5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole

https://huagongshe.com/ja/reaction/230445

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium IodideHCID 4875—
反応物DimethylformamideHCID 6228—
反応物Sodium hydrideHCID 24758—
反応物Ammonium ChlorideHCID 25517—
反応物Ethyl 4-(bromomethyl)benzoateHCID 954261—
反応物5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indoleHCID 66968833—
反応物dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 66968977—
生成物1-(2-Bromo-benzyl)-5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 44430139—

反応条件

温度0 °C

反応手順

NaH (60%) 120 mg, 3 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (538 mg, 2 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. Ethyl 4-(bromomethyl)-benzoate (729.3 mg, 3 mmol) and potassium iodide (498 mg, 3 mmol) were then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07566733B2
出典データセットuspto-grants-2009_07
ORD IDord-2416a624f1ad42318eada988864f5255
出典メモuspto-grants-2009_07