HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 4-(2-Amino-thiazol-5-yloxy)-3-fluoro-benzoic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 5-Bromothiazol-2-amine monohydrobromide | HCID 2723848 | — |
| Edukt | Ethyl 3-fluoro-4-hydroxybenzoate | HCID 13745619 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 4-(2-Amino-thiazol-5-yloxy)-3-fluoro-benzoic acid ethyl ester | HCID 59610027 | 40,3% |
Reaktionsschritte
To a solution of 5-Bromothiazole-2-amine hydrobromide (1.55 g, 5.97 mmol) in acetone (100 mL) was added 3-fluoro-4-hydroxy benzoic acid ethyl ester (1.1 g, 5.97 mmol) and cesium carbonate (3.89 g, 11.94 mmol) under argon atmosphere and refluxed for 5 hrs. The reaction mixture was cooled to room temperature and filtered; the filtrate was concentrated under reduced pressure. The residue was partitioned in between ethyl acetate and water. The layers were separated, the organic layer was washed with cold 2 N NaOH (10 mL), brine and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to provide 4-(2-amino-thiazol-5-yloxy)-3-fluoro-benzoic acid ethyl ester (0.68 gm).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08501955B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-60ba5f9922b243679e09b2979a23c471 |
| Quellennotiz | uspto-grants-2013_08 |