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HRID 38104作成日:2026年10月25日

4-Methylpyridine → 1-(3-Dibenzylamino-2,6-difluoro-phenyl)-2-pyridin-4-yl-ethanone

https://huagongshe.com/reaction/38104

反応式

関与物質

役割名称HCID仕込み量
反応物4-MethylpyridineHCID 7963—
反応物Ammonium ChlorideHCID 25517—
反応物Sodium bis(trimethylsilyl)amideHCID 2724254—
反応物3-Dibenzylamino-2,6-difluoro-benzoic acid benzyl esterHCID 58477118—
溶媒TetrahydrofuranHCID 8028—
生成物1-(3-Dibenzylamino-2,6-difluoro-phenyl)-2-pyridin-4-yl-ethanoneHCID 5847712050%

反応手順

To 4-methyl-pyridine (806 μL, 8.33 mmol) in anhydrous tetrahydrofuran (35 mL) was added at 0° C. sodium hexamethyldisilazide 1 M in tetrahydrofuran (16.66 mL, 16.66 mmol) and the reaction was stirred for 20 minutes. 3-Dibenzylamino-2,6-difluoro-benzoic acid benzyl ester (3.691 g, 8.33 mmol) was dissolved in tetrahydrofuran (5 mL) and added dropwise to the solution with 4-methyl-pyridine, the reaction was stirred at 0° C. for one hour. The reaction was poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrate and concentrated under reduced pressure. The crude was purified by silica gel column chromatography eluting with ethyl acetate 30% in hexane to give the title compound (1.775 g, 50%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08524707B2
出典データセットuspto-grants-2013_09
ORD IDord-433b124ba76c40c0a4ec4512096d975c
出典メモuspto-grants-2013_09