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HRID 1790660作成日:2026年10月25日

Potassium Carbonate → 4-(4-amino-3-nitrophenoxy)-N-methylpicolinamide

https://huagongshe.com/reaction/1790660

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物4-Chloro-N-methylpicolinamideHCID 1476814—
反応物Potassium bis(trimethylsilyl)amideHCID 3251421—
反応物4-Amino-3-NitrophenolHCID 3758882—
溶媒DimethylformamideHCID 6228—
生成物4-(4-amino-3-nitrophenoxy)-N-methylpicolinamideHCID 17756497—

反応条件

温度90 °C

反応手順

A mixture containing 4-amino-3-nitrophenol (1 eq) and potassium bis(trimethylsilyl)amide (2 eq) was stirred in dimethylformamide for 2 hours at room temperature. To this mixture was added (4-chloro(2-pyridyl))-N-methylcarboxamide (1 eq) and potassium carbonate (1.2 eq) and stirred at 90° C. for 3 days. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered, and concentrated in vacuum to give brown solid. Purification on silica gel (2% triethyl amine/50% ethyl acetate in hexane) gave 4-[(4-amino-3-nitrophenyl)oxy]-N-methylpyridine-2-carboxamide as an orange solid. The product gave satisfactory NMR. HPLC, 3.39 min; MS: MH+=289.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07071216B2
出典データセットuspto-grants-2006_07
ORD IDord-963533c2871343e58992cbadacb6eca0
出典メモuspto-grants-2006_07