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HRID 83288作成日:2026年10月23日

Dimethyl Sulfoxide → Methyl 6-(((5-methyl-3-phenylisoxazol-4-yl)methyl)amino)nicotinate

https://huagongshe.com/ja/reaction/83288

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物DiisopropylethylamineHCID 81531—
反応物Methyl 6-chloropyridine-3-carboxylateHCID 254249—
反応物(5-Methyl-3-phenyl-4-isoxazolyl)-methylamineHCID 59594513—
溶媒Ethyl AcetateHCID 8857—
生成物Methyl 6-(((5-methyl-3-phenylisoxazol-4-yl)methyl)amino)nicotinateHCID 6844353946.1%

反応条件

温度160 °C

反応手順

A mixture of (5-methyl-3-phenyl-4-isoxazolyl)-methylamine (200 mg, 1.06 mmol), methyl 6-chloronicotinate (182 mg, 1.06 mmol), N,N-diisopropyl ethyl amine (364 μL, 2.13 mmol) and DMSO (2 mL) was heated in the microwave to 160° C. for 0.5 h. It was diluted with ethyl acetate (8 mL) and washed with aqueous sodium carbonate (saturated, 8 mL), water (8 mL) and brine (8 mL). The combined aqueous layers were extracted with ethyl acetate (10 mL) and the combined organic layers were dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 50:50) afforded the title compound (158 mg, 46%) as a light yellow oil. MS: m/e=324.3 [M+H]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08846719B2
出典データセットuspto-grants-2014_09
ORD IDord-d6f0e4ff98fb4548b255d2fe6f0dd391
出典メモuspto-grants-2014_09