HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylcarbamoyl Chloride → N'-[3-Acetyl-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]-N,N-dimethylurea
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3-acetyl-4-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one | HCID 11260007 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N'-[3-Acetyl-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]-N,N-dimethylurea | HCID 11489632 | — |
Reaktionsschritte
A solution of the product from Example 2 (70 mg) in THF (1 mL), under nitrogen, was cooled to 0° C. and treated with sodium hydride (60% in mineral oil) (7 mg). The suspension was stirred for 10 min were upon dimethylcarbamyl chloride (15 uL) was added. The reaction was allowed to warm to room temperature and was stirred overnight. The reaction mixture was quenched with water and extracted twice with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Purification on a preparative silica TLC plate eluted with 50% EtOAc in hexane afforded the title compound. HPLC/MS: 543.0 (M+1), 545.0 (M+3); Rt=4.27 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728141B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-7b7099260b6c452e86cd05ada177bb67 |
| Quellennotiz | uspto-grants-2010_06 |