Reaktion #333815

Reaktionsgleichung

6-Fluoro-3-iodo-1H-indazole

isopropylmagnesium chloride

Tributylchlorostannane

→

6-fluoro-3-(tributylstannyl)-1H-indazole

Ausbeute 106.9%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGstirred for 1 h
3. 3
   SonstigeThe reaction was quenched with saturated ammonium chloride, product
4. 4
   Extraktionextracted with ethyl acetate (3×50 mL)
5. 5
   Trocknendried with sodium sulphate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated

Vorschrift

6-Fluoro-3-iodo-1H-indazole (300 mg, 1.1 mmol) in 30 mL of dry THF was cooled to −20° C. under nitrogen atmosphere, then isopropylmagnesium chloride (1.2 mL, 2.42 mmol) was added and mixture stirred for 15 mins at −20° C. Tributylchlorostannane (0.4 mL, 1.32 mmol) was added and the reaction mixture was allowed to warm to room temperature and stirred for 1 h. The reaction was quenched with saturated ammonium chloride, product extracted with ethyl acetate (3×50 mL), dried with sodium sulphate, filtered and concentrated to give 6-fluoro-3-(tributylstannyl)-1H-indazole (500 mg, crude) as a colorless oil which was used directly in the next step without further purification.

Quelle