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Butyl bromide → 2-Butyl-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Butyl bromide | HCID 8002 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 7-Cyano-1,2,3,4-tetrahydroisoquinoline | HCID 10176243 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Butyl-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile | HCID 21085427 | — |
反応手順
To an ice-cold, stirred solution of 1,2,3,4-tetrahydroisoquinoline-7-carbonitrile (J. Med. Chem. 1997, 40, 3997) (485 mg, 3.1 mmol) and triethylamine (0.47 mL, 3.4 mmol) in methylene chloride (5 mL) is added DMAP (37 mg, 0.3 mmol) and bromobutane (0.5 mL, 4.6 mmol). The reaction mixture is stirred for 20 h, diluted with methylene chloride, washed with water, and brine, dried (magnesium sulfate), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 50% ethyl acetate/hexanes) affords the title compound. ESI MS m/z 215 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07727997B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-b39dd9b74d0445a48965b470e709adbe |
| 出典メモ | uspto-grants-2010_06 |