化工社化工社 化学情報印刷レポート · 研究参考用
2-Amino-5-bromopyridine → N-(5-Bromopyridin-2-yl)-4-methanesulfonylbenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Amino-5-bromopyridine | HCID 70622 | — |
| 反応物 | p-(Methylsulphonyl)benzoic acid | HCID 77670 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(5-Bromopyridin-2-yl)-4-methanesulfonylbenzamide | HCID 60650971 | 32% |
反応手順
To a solution of 4-methanesulfonylbenzoic acid (100 mg, 0.50 mmol) and 2-amino-5-bromopyridine (104 mg, 0.60 mmol) in dry dichloromethane (10 mL) was added 4-(dimethylamino)pyridine (67 mg, 0.55 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (105 mg, 0.55 mmol). The mixture was stirred at room temperature overnight under N2, diluted with water (10 mL) and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/ethyl acetate=3/1) to give the title compound as a white crystal (56 mg, yield 32%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536176B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-4c00404d38ee45448ee89b81e24fc793 |
| 出典メモ | uspto-grants-2013_09 |