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HRID 68439作成日:2026年10月24日

Hydrochloric Acid → 1-Methyl-4-(6-nitropyridin-3-yl)piperazine

https://huagongshe.com/ja/reaction/68439

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Potassium CarbonateHCID 11430—
反応物1-MethylpiperazineHCID 53167—
反応物5-Bromo-2-nitropyridineHCID 817620—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒Dimethyl SulfoxideHCID 679—
生成物1-Methyl-4-(6-nitropyridin-3-yl)piperazineHCID 5171148483.1%

反応条件

温度120 °C

反応手順

To 5-Bromo-2-nitro-pyridine (2.00 g, 9.85 mmol) in 10 mL dimethylsulfoxide was added potassium carbonate (2.72 g, 19.7 mmol), 1-methylpiperazine (1.64 mL, 14.8 mmol), and tetrabutylammonium iodide (36 mg, 0.097 mmol) and was heated at 120° C. for 18 hours. The mixture was made acidic with 1M aq. HCl and was partitioned between dichloromethane and water. The aqueous layer was made basic with 2M aq. sodium carbonate and was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, concentrated in vacuo, and was triturated with water to yield 1-Methyl-4-(6-nitro-pyridin-3-yl)-piperazine (1.82 g, 8.19 mmol). MS (ESI) 223.1 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08822457B2
出典データセットuspto-grants-2014_09
ORD IDord-39e811d8cd514cef8227c892e3909540
出典メモuspto-grants-2014_09