HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → 5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Boron tribromide | HCID 25134 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 5-(5-Methoxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide | HCID 25014841 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide | HCID 25014926 | 37,5% |
Reaktionsschritte
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).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07772256B2 |
| Quelldatensatz | uspto-grants-2010_08 |
| ORD ID | ord-a98be02652e842e293c32253bd63e1a2 |
| Quellennotiz | uspto-grants-2010_08 |