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HRID 646734作成日:2026年10月26日

Water → 3-Amino-6-bromopyrazine-2-carbonitrile

https://huagongshe.com/reaction/646734

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Sodium CarbonateHCID 10340—
反応物Phosphorus oxychlorideHCID 24813—
反応物3-Amino-6-bromopyrazine-2-carboxamideHCID 470899—
溶媒Hydrochloric AcidHCID 313—
溶媒PyridineHCID 1049—
溶媒Ethyl AcetateHCID 8857—
溶媒Sodium chloride; waterHCID 57417360—
生成物3-Amino-6-bromopyrazine-2-carbonitrileHCID 1105261158%

反応手順

3-Amino-6-bromopyrazine-2-carboxamide (1.5 g, 7 mmol) was dissolved in pyridine (15 mL). The solution was then cooled in an ice bath and POCl3 (2 mL) was drop wise added. The resulting mixture was stirred at room temperature for 2.5 h. The solvent was removed and the residue was quenched by the careful addition of ice cooled Na2CO3 (5 mmol). Ethyl acetate was added (45 mL) and the organic layer was separated, washed with brine (5 mL), HCl (0.1 M aqueous solution, 1 mL) and water (5 mmol), dried with K2CO3 and concentrated. The crude matherial was triturated with hexane, and the resulting tan solid was filtered to provide 0.8 g (58% yield) of the title compound: 1H NMR (400 MHz; DMSO-d6): 8.42 (s, 1H); 7.60 (br s, NH); MS (EI) for C5H3BrN4: 199 (MH+).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07704995B2
出典データセットuspto-grants-2010_04
ORD IDord-b66799241b0247c78e5579235a7e6e91
出典メモuspto-grants-2010_04