HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → [2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | benzyl 2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate | HCID 136338685 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | [2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl Ester | HCID 69752536 | 92% |
Reaktionsschritte
To a solution of the product from Step A (0.95 g, 3.19 mmol) in DMF (10 mL) was added cesium carbonate (1.26 g, 3.70 mmol) followed by iodomethane (0.23 mL, 3.70 mmol) at room temperature. After stirring for 3 h, saturated aqueous ammonium chloride (30 mL) was added and the mixture extracted with ethyl acetate (3×65 mL). The combined extracts were washed with brine (10 mL), dried (MgSO4) and evaporated to a residue which was purified by chromatography (silica, 20% ethyl acetate in hexane to 30% ethyl acetate in hexane) to give a syrup (0.63 g, 92%): MS (ES) m/z 340(M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06956036B1 |
| Quelldatensatz | uspto-grants-2005_10 |
| ORD ID | ord-dfa9faadd8ec4aa0ab13300c63c17155 |
| Quellennotiz | uspto-grants-2005_10 |