HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 3-Iodo-1-methyl-1H-indazol-5-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 5-((tert-Butyldimethylsilyl)oxy)-3-iodo-1-methyl-1H-indazole | HCID 71279866 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Iodo-1-methyl-1H-indazol-5-ol | HCID 71279721 | 120,7% |
Reaktionsschritte
To a solution of 5-(tert-butyldimethylsilyloxy)-3-iodo-1-methyl-1H-indazole (1 g, 2.57 mmol) in THF (5 mL) was added TBAF (6.42 mL, 12.85 mmol) at 0° C., after the addition, the reaction mixture was warmed to room temperature and stirred for 0.5 hour, then H2O (25 mL) was added to the mixture and product extracted with EtOAc (100 mL). The organic layer was washed with H2O (100 mL), brine (100 mL), dried over Na2SO4 and concentrated under reduced pressure, the residue was triturated with petroleum ether (5 mL), filtered and dried to give 3-iodo-1-methyl-1H-indazol-5-ol (0.85 g, 93.3%) as a white solid. Crude material used into the next step without further purification. LCMS: (M+H)+=275.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08658646B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-20005cc252234a39a4d30a9279a8817d |
| Quellennotiz | uspto-grants-2014_02 |