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HRID 228582作成日:2026年10月27日

Water → {2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}(5-isoxazolyl)methanone

https://huagongshe.com/reaction/228582

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Isoxazole-5-carbonyl chlorideHCID 2736707—
反応物4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinolineHCID 23078362—
反応物HCID 178418244HCID 178418244—
溶媒TetrahydrofuranHCID 8028—
生成物{2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}(5-isoxazolyl)methanoneHCID 2487910026%

反応条件

温度-78 °C

反応手順

4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinoline (100 mg) was dissolved in tetrahydrofuran (6 ml) to prepare a solution which was then cooled to −78° C. A 1.59 M n-butyllithium/hexane solution (0.4 ml) was added to the solution, and the mixture was stirred at −78° C. for 20 min. Isoxazole-5-carbonyl chloride (0.2 ml) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Further, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (27 mg, yield 26%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07560558B2
出典データセットuspto-grants-2009_07
ORD IDord-25a0a83dff7e4caa846058ecd1d22579
出典メモuspto-grants-2009_07