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HRID 913185作成日:2026年10月27日

Sodium Hydroxide → N-(3-methylisothiazol-5-yl)-2-[1-(3-methylisoxazol-5-ylmethyl)-1H-indol-3-yl]-2-oxoacetamide

https://huagongshe.com/reaction/913185

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium HydroxideHCID 14798—
反応物3-Methylisothiazol-5-amineHCID 32307—
反応物Oxalyl chlorideHCID 65578—
反応物5-[(1-Indolyl)methyl]-3-methylisoxazoleHCID 11275877—
溶媒Diethyl EtherHCID 3283—
溶媒TetrahydrofuranHCID 8028—
溶媒TriethylamineHCID 8471—
生成物N-(3-methylisothiazol-5-yl)-2-[1-(3-methylisoxazol-5-ylmethyl)-1H-indol-3-yl]-2-oxoacetamideHCID 10293154—

反応条件

温度0 °C

反応手順

A solution of 5-(1H-1-indolylmethyl)-3-methylisoxazole (212 mg, 1.0 mmol) in 10 mL diethyl ether was added to oxalyl chloride (254 mg, 2.0 mmol) dropwise at 0° C. The reaction mixture was stirred at 0° C. for 3 hours and then the reaction solvent was evaporated. The residue was dissolved in 5 mL tetrahydrofuran and then the 3-methyl-5-isothiazolamine (114 mg, 1.0 mmol) and triethylamine (1 mL) in 10 mL tetrahydrofuran was added dropwise. The mixture was stirred for 10 hours and then 1 N NaOH (4 mL) was added to the reaction flask dropwise. The mixture was extracted three times with a total of 60 mL of tetrahydrofuran, the organic phase was dried using anhydrous magnesium sulfate and filtered, and the filtrate was concentrated in vacuum. The residue was crystallized from methanol. Yield: 0.27 g, 71%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08026271B2
出典データセットuspto-grants-2011_09
ORD IDord-90f023475c684d8ba878bdf3b848dffe
出典メモuspto-grants-2011_09