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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 246615Erstellt: 26. Oktober 2026

Water → 3-Iodo-1-methyl-1H-indazol-5-ol

https://huagongshe.com/reaction/246615

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt5-((tert-Butyldimethylsilyl)oxy)-3-iodo-1-methyl-1H-indazoleHCID 71279866—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Iodo-1-methyl-1H-indazol-5-olHCID 71279721120,7%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658646B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-20005cc252234a39a4d30a9279a8817d
Quellennotizuspto-grants-2014_02