HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Nitrobenzoyl chloride | HCID 11875 | — |
| Edukt | 3-Amino-5-bromo-2-chloropyridine | HCID 21858354 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | Sodium Bicarbonate | HCID 516892 | — |
| Produkt | N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide | HCID 86658034 | — |
Reaktionsschritte
To a solution of 5-bromo-2-chloropyridine-3-amine (3.9 g, 18.9 mmol) and triethylamine (5.3 mL, 37.9 mmol) in tetrahydrofuran (60 mL) was added 2-nitrobenzoylchloride (2.49 mL, 18.9 mmol). The reaction was stirred for 24 hours. The reaction mixture was diluted with ethyl acetate (200 mL) and saturated aqueous sodium bicarbonate (60 mL). The organic layer was separated and washed with water (50 mL), brine (50 mL), dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure. The crude product was purified by flash chromatography (SiO2, 25% ethyl acetate in hexanes). The N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide was obtained as a yellow solid (1.5 g). LCMS [M+H]: 356.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541407B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-ab89fc2dc2b24ffea8f46cdcfcbc29fa |
| Quellennotiz | uspto-grants-2013_09 |