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HRID 206作成日:2026年10月23日

1-Benzylpiperazine → 8-(4-Benzyl-piperazin-1-yl)-6-methoxy-4-oxo-4H-chromene-2-carboxylic acid ethyl ester

https://huagongshe.com/ja/reaction/206

反応式

関与物質

役割名称HCID仕込み量
反応物1-BenzylpiperazineHCID 75994—
反応物ethyl 8-bromo-6-methoxy-4-oxo-4H-chromene-2-carboxylateHCID 22142256—
試薬Cesium carbonateHCID 10796—
触媒Binap, (A+-)-HCID 634876—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物8-(4-Benzyl-piperazin-1-yl)-6-methoxy-4-oxo-4H-chromene-2-carboxylic acid ethyl esterHCID 6897478748.39%

反応条件

温度80 °C

反応手順

Tris(dibenzylideneacetone)dipalladium(0) (0.280 g, 0.31 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.457 g, 0.73 mmol), ethyl 8-bromo-6-methoxy-4-oxo-4H-chromene-2-carboxylate (2 g, 6.11 mmol), 1-benzylpiperazine (1.169 mL, 6.73 mmol) and cesium carbonate (2.79 g, 8.56 mmol) were heated under argon to 80 °C in toluene (60 mL) overnight. The reaction mixture was allowed to cool. Ethylacetate was added and the organic mixture was filtered. The filtrate was evaporated onto Silica gel. The crude product was added to a silica gel column and was eluted with MeOH/DCM 0-5%. 1H NMR in CDCl3 is consistent with desired product MS (m+1) = 423. HPLC Peak RT = 3.38 minutes is product. Purity = 63%.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-a7f71cce88db46cba0388c01927b5a88
出典メモ750 AstraZeneca ELN dataset