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Sodium Hydroxide → 2-Chloro-4-((1,3-difluoropropan-2-yloxy)methyl)-6-(1-ethoxyvinyl)pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 1,3-Difluoro-2-propanol | HCID 67985 | — |
| 反応物 | (2-Chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate | HCID 117821115 | — |
| 触媒 | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 2-Chloro-4-((1,3-difluoropropan-2-yloxy)methyl)-6-(1-ethoxyvinyl)pyrimidine | HCID 121317229 | 11% |
反応手順
To a solution of (2-chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate (0.50 g, 1.71 mmol) in benzene (10 mL), was added 1,3-difluoro-2-propanol (0.246 g, 2.56 mmol). Sodium hydroxide (5M (aq), 0.512 mL, 2.56 mmol) and tetrabutylammonium hydrogen sulfate (0.058 g, 0.17 mmol) were added. The mixture was stirred vigorously at rt over night. The mixture was filtered through a short silica plug with magnesium sulfate. The filter plug was eluted with EtOAc and the solvents were evaporated. The residue was purified by preparative HPLC to give the title compound as a solid (0.054 g, 11%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09439904B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-4c6906f8869b4deab1d78f128dc10bbd |
| 出典メモ | uspto-grants-2016_09 |