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Methanol → HCID 71811365、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Acetyl chloride | HCID 6367 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-(8-Amino-5,6,7,8-tetrahydro-4-isoquinolinyl)benzonitrile | HCID 71811360 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 71811365 | HCID 71811365 | 44% |
反応手順
A cooled (−20° C.) solution of (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) (62.3 mg, 250 μmol) in CH2Cl2 (3.6 ml) was treated with acetyl chloride (21.3 μL, 275 μmol) and Et3N (41.8 μL, 300 μmol). After ½ h, an additional drop of acetyl chloride was added and after 5 min. the mixture was treated with MeOH (0.2 mL) and extracted with water/AcOEt (3×). The organic phases were dried over Na2SO4, filtered and evaporated under reduced pressure. Purification by flash chromatography (50 g SiO2, Telos-cartridge, CH2Cl2/MeOH (2 to 3%)) and precipitation from CH2Cl2 with n-pentane gave the title compound (32 mg, 44%) as off-white powder. MS: 292.1 (M+H+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09187429B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-b3f37c8c20a84311889dc85bf9c358c3 |
| 出典メモ | uspto-grants-2015_11 |