HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → N-[1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | 4-Methoxybenzenesulfonyl chloride | HCID 7401 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethylamine | HCID 22482283 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | N-[1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide | HCID 22482355 | 89,2% |
Reaktionsschritte
4-Methoxybenzenesulfonyl chloride (326 mg, 1.6 mmol) was added to a solution of 1-(2′,5′-difluoro-1,1′-biphenyl-2-yl)ethylamine (350 mg, 1.5 mmol) and triethylamine (418 uL, 3 mmol) in acetonitrile. The reaction was stirred at ambient temperature for 16 hours, whereupon dichloromethane was added and the reaction washed with water. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 30%-50% methyl tert-butyl ether in hexane (35 min), to afford the product (540 mg, 89%) as a white solid, m.p. 143-144° C.;
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06894061B2 |
| Quelldatensatz | uspto-grants-2005_05 |
| ORD ID | ord-23fe10fb33824342a3a5d79a7c3e8838 |
| Quellennotiz | uspto-grants-2005_05 |