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HRID 1403532作成日:2026年10月26日

Sodium Carbonate → methyl 3-(benzyl(methyl)amino)-2-(1-(tert-butoxycarbonyl)-1H-indazol-5-yl)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403532

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylateHCID 18525862—
反応物Methyl 3-(benzyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylateHCID 86670574—
触媒HCID 178418397HCID 178418397—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物methyl 3-(benzyl(methyl)amino)-2-(1-(tert-butoxycarbonyl)-1H-indazol-5-yl)quinoxaline-6-carboxylateHCID 7066513043.2%

反応条件

温度90 °C

反応手順

To a solution of methyl 3-(benzyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (300 mg, crude) in ethylene glycol dimethyl ether (7 mL) was added tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate (181 mg, 0.53 mmol), sodium carbonate (93 mg, 0.88 mmol), and Pd(PPh3)4 (25 mg, 0.02 mmol). The resulting solution was stirred for 1 h at 90° C. under an inert atmosphere of nitrogen, quenched with water (100 mL) and extracted with dichloromethane (3×50 mL), dried over anhydrous magnesium sulfate, and concentrated under vacuum to give a residue, which was purified via silica gel chromatography (3% ethyl acetate in petroleum ether) to afford methyl 3-(benzyl(methyl)amino)-2-(1-(tert-butoxycarbonyl)-1H-indazol-5-yl)quinoxaline-6-carboxylate as a yellow solid (120 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08912188B2
出典データセットuspto-grants-2014_12
ORD IDord-6acf9331ce644a9ea0aebaba1f32169a
出典メモuspto-grants-2014_12