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HRID 539732作成日:2026年10月25日

Acetic Acid → 5-(6-Methoxyimidazo[1,2-b]pyridazin-2-yl)-2-methylaniline

https://huagongshe.com/reaction/539732

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物6-Methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazineHCID 68089155—
触媒IronHCID 23925—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
生成物5-(6-Methoxyimidazo[1,2-b]pyridazin-2-yl)-2-methylanilineHCID 5290382073.7%

反応条件

温度80 °C

反応手順

To a stirred solution of 6-methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazine (0.5 g, 1.75 mmol) in ethanol (20 mL) and water (5 mL) containing AcOH (10.5 mmol) is added iron (0.491 g, 8.79 mmol). The mixture is heated at 80° C. for 4 hours, cooled, concentrated under reduced pressure, and sat. aqueous NaHCO3 (100 mL) is added. The mixture is extracted with EtOAc (3×50 mL), the organic layer is collected, dried over Na2SO4, filtered and concentrated to dryness. The crude product is purified via chromatography (hexanes to EtOAc) to afford the title compound (0.328 g, 73%) as a light yellow solid: Rf 0.21 (EtOAc); LCMS (m/z)=255.5 [M+H]+, tR=4.89 min. (10 min run).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08871767B2
出典データセットuspto-grants-2014_10
ORD IDord-ddd418ae27974b6d932f4c31091df64e
出典メモuspto-grants-2014_10