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HRID 1782297作成日:2026年10月25日

Sodium hydride → Methyl 4-fluoro-5-phenyl-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1782297

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15-Crown-5HCID 36336—
反応物Pyridine-3-sulfonyl chloride hydrochlorideHCID 12571517—
反応物methyl 4-fluoro-5-phenyl-1H-pyrrole-3-carboxylateHCID 66974524—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 4-fluoro-5-phenyl-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carboxylateHCID 6697467873%

反応手順

By a similar reaction as in Reference Example 36 and using methyl 4-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (172 mg), the title compound was obtained as a colorless solid (yield 206 mg, 73%). More specifically, to a solution of methyl 4-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (172 mg) in tetrahydrofuran (10 mL) was added sodium hydride (60% in oil, 94 mg), and the mixture was stirred for 15 min. 15-Crown-5 (0.48 mL) was added, and the mixture was further stirred for 15 min. Pyridine-3-sulfonyl chloride hydrochloride (219 mg) was added and the mixture was stirred for 30 min. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=19:1→1:1) to give the title compound as a colorless solid (yield 206 mg, 73%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07498337B2
出典データセットuspto-grants-2009_03
ORD IDord-24fc362e9e4f48f08ac10fb8dd7b4243
出典メモuspto-grants-2009_03