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Sodium borohydride → 6-Methoxy-1-[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-yl]-1,2,3,4-tetrahydroisoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 6-Methoxy-1-[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-yl]-3,4-dihydro-isoquinoline | HCID 18172460 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | 6-Methoxy-1-[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-yl]-1,2,3,4-tetrahydroisoquinoline | HCID 18172429 | 71.6% |
反応手順
To a stirred solution of 6-methoxy-1-[1-(1-methyl-1H-imidazole-4-sulfonyl)-piperidin-4-yl]-3,4-dihydro-isoquinoline (0.077 g, 0.197 mmol) in MeOH (3 ml) cooled to 0° C. was added NaBH4. The reaction mixture was then stirred at RT for 2 hours and diluted with water (5 ml) and sat. NaHCO3 (5 ml). The mixture was extracted with EtOAc (3×10 ml). The combined organics were washed with brine (1×10 ml), dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by radial chromatography (SiO2, 1 mm, CH2Cl2 to 5% MeOH/CH2Cl2) to give the product as an oil (0.055 g, 0.141 mmol, 71% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06608203B2 |
| 出典データセット | uspto-grants-2003_08 |
| ORD ID | ord-44e81755739f48caaea3a7be78b51332 |
| 出典メモ | uspto-grants-2003_08 |