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HRID 1909154作成日:2026年10月26日

Cesium carbonate → Methyl 5-bromo-6-oxo-1-(3-oxobutan-2-yl)-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/1909154

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物2-Butanone, 3-bromo-HCID 13142—
反応物Sodium BicarbonateHCID 516892—
反応物Methyl 5-bromo-6-hydroxynicotinateHCID 2764315—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物Methyl 5-bromo-6-oxo-1-(3-oxobutan-2-yl)-1,6-dihydropyridine-3-carboxylateHCID 67338151—

反応手順

To a solution of methyl-5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate (10.0 g, 43.1 mmol) and cesium carbonate (16.9 g, 51.7 mmol) in N,N-dimethylformamide (144 mL) was added 3-bromo-2-butanone (7.8 g, 51.7 mmol). The reaction mixture was stirred at ambient temperature. After 20 min, saturated aqueous sodium bicarbonate and water were added. The mixture was extracted with ethyl acetate (3×). The combined organic extracts were washed with water (3×), brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% dichloromethane→50% dichloromethane/ethyl acetate) gave the title compound. MS 302.1 (M).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08598209B2
出典データセットuspto-grants-2013_12
ORD IDord-1614fdbe77db41d4bd09d9bb0690ff21
出典メモuspto-grants-2013_12