化工社化工社 化学情報印刷レポート · 研究参考用
Sodium borohydride → 1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)propan-1-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile | HCID 86707963 | — |
| 反応物 | HCID 178418443 | HCID 178418443 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)propan-1-amine | HCID 118207758 | 81% |
反応手順
Ethylmagnesium bromide (4.18 mL, 12.54 mmol) was added to a stirred solution of 6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile (740 mg, 3.13 mmol) in THF (16 mL) at room temperature. The mixture was stirred for one hour at room temperature and then quenched with methanol (5 mL). Sodium borohydride (237 mg, 6.27 mmol) was added. The reaction mixture was stirred for one hour, quenched with 1N HCl (1.5 mL) and stirred for 20 minutes. Next, the mixture was basified with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (2×). The organic layer was dried over anhydrous magnesium sulfate and concentrated to give the title compound as a tan oil (680 mg, 81%). ESI-MS m/z [M+H]+ calc'd for C11H14BrN3, 268. found 268.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09371321B2 |
| 出典データセット | uspto-grants-2016_06 |
| ORD ID | ord-86bf7020f3bd40e9b45cd148bf117f47 |
| 出典メモ | uspto-grants-2016_06 |