関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | 3-Amino-6-bromopyrazine-2-carboxamide | HCID 470899 | — |
| 溶媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | 3-Amino-6-bromopyrazine-2-carbonitrile | HCID 11052611 | 58% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07704995B2 |
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| 出典データセット | uspto-grants-2010_04 |
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| ORD ID | ord-b66799241b0247c78e5579235a7e6e91 |
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| 出典メモ | uspto-grants-2010_04 |
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