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HRID 730315作成日:2026年10月27日

Sodium hydride → 7-[4-(4-Trifluoromethyl-phenyl)-pyridin-2-yloxy]-quinoline

https://huagongshe.com/reaction/730315

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2-Chloro-4-(4-trifluoromethylphenyl)pyridineHCID 28875863—
反応物7-HydroxyquinolineHCID 135426866—
溶媒DimethylformamideHCID 6228—
生成物7-[4-(4-Trifluoromethyl-phenyl)-pyridin-2-yloxy]-quinolineHCID 57808168—

反応条件

温度155 °C

反応手順

To an oven-dried, 50-mL, round-bottomed flask were added 7-hydroxyquinoline (Aldrich) (87 mg, 0.6 mmol) and DMF (1 mL). The solution was place under nitrogen, and NaH (24 mg, 0.6 mmol) was added in one portion. After stirring for 10 min, 2-chloro-4-(4-trifluoromethylphenyl) pyridine (Example 410 (c), 129 mg, 0.5 mmol) was added. The reaction mixture was heated in a 155° C. oil bath for 72 h. After cooling to room temperature, the reaction mixture was partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4, concentrated in vacuo. The crude material was purified on a Biotage 40 S column (3:1 hexanes:EtOAc) to give the title compound as an off-white solid. MS (ESI, pos. ion) m/z: 367 (M+1). Mp: 156.5-158.5° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07582657B2
出典データセットuspto-grants-2009_09
ORD IDord-3d611c09c1ea4d0fa4d46beb656e165e
出典メモuspto-grants-2009_09