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1,2,3,4-Tetrahydroisoquinoline → 6-Methoxymethyl-5-methyl-2-chloro-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2,4-Dichloro-6-methoxymethyl-5-methylpyrimidine | HCID 18315842 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 6-Methoxymethyl-5-methyl-2-chloro-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine | HCID 18315787 | 94.1% |
反応手順
1,2,3,4-tetrahydroisoquinoline(0.9 ml, 6.9 mmol) was added dropwise to a solution of 2,4-dichloro-6-methoxymethyl-5-methylpyrimidine(1.3 g, 6.3 mmol) and triethylamine(0.96 ml, 6.9 mmol) in dimethylformamide and stirred for 5 hours at a room temperature. The reaction mixture was diluted with dichloromethane and washed with water and aqueous sodium hydroxide solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography to give 1.8 g of the titled compound. (Yield: 94.0%)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06352993B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-1dbbe70370ea45ecafc7c35a3178b8a0 |
| 出典メモ | uspto-grants-2002_03 |