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HRID 595668作成日:2026年10月25日

Ethyl 1-propenyl ether → 5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

https://huagongshe.com/reaction/595668

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl 1-propenyl etherHCID 13570—
反応物Sodium BicarbonateHCID 516892—
反応物5-bromo-N-hydroxy-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-2-carbimidoyl chlorideHCID 90332447—
溶媒DimethylformamideHCID 6228—
生成物5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 9033242183.3%

反応手順

A mixture of 5-bromo-N-hydroxy-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-2-carbimidoyl chloride (400 mg, 0.91 mmol), 1-ethoxyprop-1-ene (392 mg, 4.56 mmol) and NaHCO3 (153 mg, 1.82 mmol) in DMF (10 mL) was stirred at room temperature for 16 h. It was concentrated, diluted with water, extracted with EtOAc, the organic layers were washed with brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography (PE:EA=2:1) to get product 5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (370 mg, yield: 83%). MS (M+H)+: 488/490.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09243002B2
出典データセットuspto-grants-2016_01
ORD IDord-ade4085fa6194ffaae10b313b720147a
出典メモuspto-grants-2016_01