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HRID 570307作成日:2026年10月26日

Chloroacetic anhydride → N-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/570307

反応式

関与物質

役割名称HCID仕込み量
反応物Chloroacetic anhydrideHCID 10946—
反応物N-(5-(N'-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 86677441—
溶媒WaterHCID 962—
溶媒N-methyl-2-pyrrolidoneHCID 13387—
生成物N-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 86677445—

反応条件

温度110 °C

反応手順

A mixture of N-(5-(N′-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (9) (500 mg, 1.62 mmol) and 2-chloroacetic anhydride (553 mg, 3.23 mmol) in anhydrous NMP (10 mL) was heated in the microwave at 110° C. for 12 minutes. The crude was diluted with water and extracted with ethyl acetate. The organic was washed with a water/brine mixture and dried over anhydrous sodium sulfate. The solvent was concentrated and the crude product was purified by silica chromatography to yield N-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (38). MS m/z 378.9 (M+1)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09023839B2
出典データセットuspto-grants-2015_05
ORD IDord-28895a24815b4778b06b3fe25ee23e98
出典メモuspto-grants-2015_05