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Dichloromethane → 5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 5-(5-Methoxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide | HCID 25014841 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide | HCID 25014926 | 37.5% |
反応手順
5-(5-Methoxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide (0.21 mmol) was mixed with CH2Cl2 (3 mL) at 0° C. under argon atmosphere. BBr3 (1M in CH2Cl2) (1.0 mL) was added dropwise and the mixture was stirred for 2 h at rt. The mixture was hydrolysed with H2O followed by NaHCO3 (sat. aq.). The resulting mixture was filtered, and the obtained precipitate was washed with H2O and EtOAc. The solid was dried at 40° C. for 15 h under vacuum to give the title compound (20 mg). 1H NMR δ ppm 9.08 (d, 1 H) 8.33 (dd, 1 H) 8.20 (br. s., 1 H) 7.97 (d, 1 H) 7.61 (br. s., 1 H) 7.54 (s, 1 H) 7.47 (d, 1 H) 7.02 (d, 1 H) 6.85 (none, 1 H); MS m/z 255 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07772256B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-a98be02652e842e293c32253bd63e1a2 |
| 出典メモ | uspto-grants-2010_08 |