HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 5-dimethylcarbamoylmethoxy-1H-indole-2-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-chloro-N,N-dimethylacetamide | HCID 75886 | — |
| Edukt | Ethyl 5-hydroxy-1H-indole-2-carboxylate | HCID 90677 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 5-dimethylcarbamoylmethoxy-1H-indole-2-carboxylic acid ethyl ester | HCID 69587065 | 48,2% |
Reaktionsschritte
A mixture of 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (2 g, 10 mmol), 2-chloro-N,N-dimethylacetamide (1.33 g, 11 mmol) and cesium carbonate (9.8 g, 30 mmol) ) in dimethylformamide (20 mL) was stirred at room temperature for 16 hours. The reaction was diluted with ethyl acetate (150 mL), washed with water (5×50 mL) and brine, dried and concentrated. The residue was recrystallized from ethyl acetate and hexane to give 1.4 g of 5-dimethylcarbamoylmethoxy-1H-indole-2-carboxylic acid ethyl ester as a brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06706709B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-7e923863c4314a48b81ac3e877dda6c4 |
| Quellennotiz | uspto-grants-2004_03 |