HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propargyl bromide → Benzyl (S)-1-Methyl-2-(6-prop-2-ynyloxy-indazol-1-yl)-ethylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propargyl bromide | HCID 7842 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Benzyl (S)-2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate | HCID 135487328 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | Benzyl (S)-1-Methyl-2-(6-prop-2-ynyloxy-indazol-1-yl)-ethylcarbamate | HCID 86759654 | 74% |
Reaktionsschritte
A solution of the product from Step A (2.88 g, 8.86 mmol) in acetone (100 mL) was degassed with reduced pressure and nitrogen. Powdered potassium carbonate (1.35 g, 9.75 mmol) and propargyl bromide (80% by weight in toluene, 0.99 mL, 8.86 mmol) were added the mixture was refluxed for 24 hours. The cooled reaction mixture was filtered and the filtrate was evaporated to a yellow oil (3.15 g) which was purified by chromatography (silica, 20% to 50% ethyl acetate in hexane) to give a white solid (2.37 g, 74%): mp 104-106° C.; LC/MS (+APCI) m/z 364 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06881749B2 |
| Quelldatensatz | uspto-grants-2005_04 |
| ORD ID | ord-db74ab226eba4780b4212083fb36ac5c |
| Quellennotiz | uspto-grants-2005_04 |