HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 4-[(4-chloro-3-fluorophenoxy)methyl]-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Chloro-3-fluorophenol | HCID 2724523 | — |
| Edukt | 4-(Bromomethyl)-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide | HCID 89619586 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-[(4-chloro-3-fluorophenoxy)methyl]-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide | HCID 71616145 | — |
Reaktionsschritte
To a solution of 4-(bromomethyl)-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide (Preparation 1, 33 mg, 0.092 mmol) in DMSO (1 mL) was added 4-chloro-3-fluorophenol (13.5 mg, 0.092 mmol) and K2CO3 (25 mg, 0.18 mmol). The reaction was stirred at room temperature for 3 hours and then at 40° C. for 16 hours. After 16 hours the reaction was diluted with DCM (10 mL) and water (20 mL). The organic was separated and the aqueous was extracted with DCM (2×10 mL). The combined organics were filtered through a phase separation cartridge and reduced to dryness to give a yellow oil which was purified by reverse phase preparative HPLC to afford the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09085517B2 |
| Quelldatensatz | uspto-grants-2015_07 |
| ORD ID | ord-a16c593e7aab4a66b786d136bd89fc33 |
| Quellennotiz | uspto-grants-2015_07 |