HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Oxalyl chloride → 4-{5-[3-Methoxy-4-(4-methyl-3-thienyl)phenyl]-1,2,4-oxadiazol-3-yl}benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | p-Cyanobenzenesulphonamide | HCID 76566 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | N-hydroxy-4-sulfamoylbenzene-1-carboximidamide | HCID 612025 | — |
| Edukt | 3-Methoxy-4-(4-methyl-3-thienyl)benzoic acid | HCID 59495795 | — |
| Produkt | 4-{5-[3-Methoxy-4-(4-methyl-3-thienyl)phenyl]-1,2,4-oxadiazol-3-yl}benzenesulfonamide | HCID 25256385 | — |
Reaktionsschritte
Oxalyl chloride (123 mL; 1.45 mmol), Intermediate 8 (120 mg; 0.48 mmol), 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (104 mg; 05 mmol, 1 eq.) and DIEA (250 mL; 1.45 mmol) were reacted according to the procedure described for Example 38. Purification by recrystallisation from DCM/n-pentane afforded the title compound as a white solid. LC/MS (Method A): 426.3 (M−H)−. HPLC (Method A) Rt 4.93 min (purity 89.2%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202865B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-774060a7a7be4ac19a13f0ed6b2007ab |
| Quellennotiz | uspto-grants-2012_06 |