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HRID 2079176作成日:2026年10月26日

Veratraldehyde → (3,4-Dimethoxyphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

https://huagongshe.com/reaction/2079176

反応式

関与物質

役割名称HCID仕込み量
反応物VeratraldehydeHCID 8419—
反応物Trimethylsilyl cyanideHCID 82115—
反応物Ytterbium triflateHCID 2733225—
反応物4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
反応物2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid TrifluoroacetateHCID 136337083—
溶媒DichloromethaneHCID 6344—
溶媒Ethyl AcetateHCID 8857—
生成物(3,4-Dimethoxyphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrileHCID 59517365—

反応手順

After adding 0.887 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 0.831 g of 3,4-dimethoxybenzaldehyde, 1g of MS3A and 1 ml of trimethylsilyl cyanide to a solution of 0.31 g of Yb(OTf)3 in 20 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred at room temperature for 22 hours. After then adding 200 ml of ethyl acetate to the reaction mixture, it was filtered through celite and the celite was washed with 200 ml of ethyl acetate. The organic layers were combined and washed with water and saturated brine, and then dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (1.75 g) as a light yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07928228B2
出典データセットuspto-grants-2011_04
ORD IDord-fc1e68c7439e467da9179750f8e9e856
出典メモuspto-grants-2011_04