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HRID 2100660作成日:2026年10月27日

Sodium hydride → 5-Bromo-2-(4-cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridine

https://huagongshe.com/reaction/2100660

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Ammonium ChlorideHCID 25517—
反応物5-Bromo-2-chloropyridineHCID 2734414—
反応物[4-Cyclohexyl-3-(trifluoromethyl)phenyl]methanolHCID 22057748—
溶媒DimethylformamideHCID 6228—
生成物5-Bromo-2-(4-cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridineHCID 68813696—

反応条件

温度0 °C

反応手順

To a solution of (4-cyclohexyl-3-trifluoromethyl-phenyl)-methanol (258 mg, 1.0 mmol) in DMF (7 mL) is added sodium hydride (60% in mineral oil, 60 mg, 1.5 mmol) at 0° C. and the reaction mixture is stirred at 0° C. for 30 minutes. After the addition of a solution of 2-chloro-5-bromopyridine (231 mg, 1.2 mmol) in DMF (3 mL), the reaction mixture is stirred at 0° C. for 1 h and at room temperature for 18 hours. The reaction mixture is poured into saturated aqueous NH4Cl and extracted with EtOAc. The combined extracts are washed with brine and dried over Na2SO4. After concentration, the residue is purified by silica gel chromatography (19:1 hexanes/EtOAc) to give 5-Bromo-2-(4-cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridine.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07572811B2
出典データセットuspto-grants-2009_08
ORD IDord-1e51157896e94935842a7b9792f38800
出典メモuspto-grants-2009_08