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Methanamine, hydrochloride (1:1) → 1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanamine, hydrochloride (1:1) | HCID 11637 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | 5-Bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde | HCID 86232805 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine | HCID 66924663 | 120% |
反応手順
To a solution (60 mL) of 5-bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (3.5 g) in methanol were added methylammonium chloride (7.5 g) and sodium cyanoborohydride (2.4 g), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogencarbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound as a brown oil (yield 4.4 g, about 100%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08048909B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-158ef24ec46f4ab7b68d0827c93b7e9a |
| 出典メモ | uspto-grants-2011_11 |