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Pyrrole → 5-Methyl-3-phenyl-6-(4-pyrrol-1-ylmethyl-phenyl)-5H-isoxazolo[4,5-c]pyridin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyrrole | HCID 8027 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 5-Methyl-3-phenyl-6-(p-bromomethylphenyl)-isoxazolo[4,5-c]pyridin-4(5H)-one | HCID 22015561 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Methyl-3-phenyl-6-(4-pyrrol-1-ylmethyl-phenyl)-5H-isoxazolo[4,5-c]pyridin-4-one | HCID 22015584 | 18% |
反応手順
To a solution of 198 mg (0.5 mmol) of 6-(4-bromomethyl-phenyl)-5-methyl-3-phenyl-5H-isoxazolo[4,5-c]pyridin-4-one in 2.5 ml of DMF is added 326 mg (1.0 mmol, 2.0 eq.) of caesium carbonate and 0.05 ml (0.6 mmol, 1.2 eq.) of pyrrole. After stirring 16 h at room temperature the solvent is removed in vacuo and the residue taken up in CH2Cl2. The organic phase is washed with NaHCO3-solution, dried over Na2SO4 and concentrated. Flash chromatography yields 34 mg (18%) of the desired compound as a white solid. Mass spectrum: m/z (M+H)+: 382.1
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087756B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-f214d5cbf2a241b5a58c6a1faf760ae1 |
| 出典メモ | uspto-grants-2006_08 |