HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13808Erstellt: 24. Oktober 2026
Benzyl Bromide → 3-Acetyl-4-(benzylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one
https://huagongshe.com/de/reaction/13808
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| 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 | 3-Acetyl-4-(benzylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one | HCID 11249970 | — |
Reaktionsschritte
A solution of the product from Example 2 (50 mg), potassium carbonate (14 mg) and benzyl bromide (12 μL) in THF (2 mL) was stirred overnight. No progress of the reaction was observed. The reaction mixture was cooled to 0° C., followed by addition of sodium hydride (60% in mineral oil) (4 mg). The reaction was stirred for 10 min and benzyl bromide (12 μL) was added. The suspension was allowed to come to room temperature and stirred overnight. The reaction was quenched with water and extracted twice with ethyl acetate. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated in vacuo. Purification on a preparative silica TLC plate eluted with 45% ethyl acetate in hexane afforded the title compound. HPLC/MS: 561.9 (M+1), 563.9 (M+3); Rt=5.09 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07728141B2 |
|---|
| Quelldatensatz | uspto-grants-2010_06 |
|---|
| ORD ID | ord-dcd8940b025142f4b718327ad4333355 |
|---|
| Quellennotiz | uspto-grants-2010_06 |
|---|