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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 246617Erstellt: 26. Oktober 2026

Dibutylchloro(propyl)stannane → 5-(Difluoromethoxy)-1-methyl-3-(tributylstannyl)-1H-indazole

https://huagongshe.com/reaction/246617

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDibutylchloro(propyl)stannaneHCID 59914830—
Edukt5-(difluoromethoxy)-3-iodo-1-methyl-1H-indazoleHCID 71279544—
EduktHCID 178418918HCID 178418918—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Difluoromethoxy)-1-methyl-3-(tributylstannyl)-1H-indazoleHCID 71279627—

Reaktionsschritte

To a solution of 5-(difluoromethoxy)-3-iodo-1-methyl-1H-indazole (400 mg, 1.23 mmol) in dry THF (15 mL) was added isopropylmagnesium chloride (0.75 mL, 1.3 mmol, 2M in THF) drop-wise at −16° C. under nitrogen atmosphere, stirred for 30 minutes, then dibutylchloro(propyl)stannane (0.5 mL, 1.45 mmol) was added drop-wise, the reaction mixture was warmed to room temperature slowly and stirred for 2 hours. The reaction mixture was quenched with a saturated solution of NH4Cl (40 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure and the residue was used into the next step without purification (500 mg, crude) as oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08658646B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-e3d12928dbe341bb81bba19fe3bc89ef
Quellennotizuspto-grants-2014_02