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HRID 1748112作成日:2026年10月26日

Sodium hydride → 3-{[7-(2,2,2-Trifluoroethoxy)naphthalen-2-yl]oxy}pyridin-2-amine

https://huagongshe.com/reaction/1748112

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Ethanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
反応物7-[(2-Aminopyridin-3-yl)oxy]naphthalen-2-olHCID 66747765—
溶媒Dimethyl SulfoxideHCID 679—
溶媒TetrahydrofuranHCID 8028—
生成物3-{[7-(2,2,2-Trifluoroethoxy)naphthalen-2-yl]oxy}pyridin-2-amineHCID 6674776816.9%

反応条件

温度120 °C

反応手順

To a mixture of sodium hydride (60%, 116 mg), 7-[(2-aminopyridin-3-yl)oxy]naphthalen-2-ol (477 mg) and dehydrated THF (10 mL) was added a mixture of 2,2,2-trifluoroethyl 4-methylbenzenesulfonate (370 mg) and dehydrated THF (5 mL) at room temperature. The reaction mixture was stirred at 70° C. over the weekend, DMSO (10.00 mL) was added and the mixture was stirred at 120° C. for 1 hr. The reaction mixture was added to a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (82 mg) as a pale-yellow viscous product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09150591B2
出典データセットuspto-grants-2015_10
ORD IDord-c6d83905303e465b951326268d28f031
出典メモuspto-grants-2015_10