関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Methyl-4-nitrobenzenesulfonate | HCID 22582 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 7-bromo-3-(3-chlorophenyl)isoquinolin-1(2H)-one | HCID 69928893 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 7-bromo-3-(3-chlorophenyl)-2-methylisoquinolin-1(2H)-one | HCID 69928548 | 50.2% |
反応手順
7-Bromo-3-(3-chlorophenyl)isoquinolin-1(2H)-one (Intermediate 23A) (0.1 g, 0.299 mmol) was dissolved in THF (4 mL), under an atmosphere of nitrogen. Sodium hydride (0.018 g, 0.448 mmol) was added and reaction stirred for 30 minutes. The reaction was then cooled using an ice bath and methyl 4-nitrobenzenesulfonate (0.065 g, 0.299 mmol) was added. The reaction was allowed to warm to room temperature and left to stir overnight. Water was added to the reaction mixture and extracted with EtOAC (×2). The organics were combined and washed with brine, dried (MgSO4) filtered and concentrated under reduced pressure. The mixture was purified on silica (25 g column on Isolera 4) eluting with 0-10% methanol in dichloromethane to afford 7-bromo-3-(3-chlorophenyl)-2-methylisoquinolin-1(2H)-one (51 mg, 0.15 mmol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08841289B2 |
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| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-d964deca7655450c9db475cc20959061 |
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| 出典メモ | uspto-grants-2014_09 |
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