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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 246395Erstellt: 25. Oktober 2026

Tributyltin Chloride → 5-(difluoromethoxy)-3-(tributylstannyl)-1H-indazole

https://huagongshe.com/reaction/246395

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributyltin ChlorideHCID 15096—
EduktHCID 178418918HCID 178418918—
EduktHCID 178506407HCID 178506407—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(difluoromethoxy)-3-(tributylstannyl)-1H-indazoleHCID 178448231—

Reaktionsbedingungen

Temperatur-16 °C

Reaktionsschritte

5-(Difluoromethoxy)-3-iodo-1H-indazole (0.175 g, 564 μmol) was dissolved in THF (3 mL). The colorless solution was cooled to −16° C. (NaCl/ice bath), isopropylmagnesium chloride 2M in THF (621 μL, 1.24 mmol.2) was added dropwise at −16° C. The reaction mixture was stirred at −16° C. for 20 min. Then, tributylchlorostannane (220 mg, 184 μL, 677 μmol.2) was added slowly. The reaction mixture was warmed to 25° C. and stirred for 1.5 h. The reaction mixture was quenched with saturated ammonium chloride solution, extracted with dichloromethane (3×30 mL), organics dried over MgSO4 and concentrated to a yellow oil. The residue was dried under high vacuum and taken into next step without further purification yielding 5-(difluoromethoxy)-3-(tributylstannyl)-1H-indazole, crude mass exceeded yield, assumed quantitative.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658646B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-66df65a524724eaa81d34867f07331db
Quellennotizuspto-grants-2014_02