Reaktion #62407

Reaktionsgleichung

5-bromo-6-fluoro-1H-indazole

N-iodosuccinimide

→

title compound

Ausbeute 91.5%

5-Bromo-6-fluoro-3-iodo-1H-indazole

Ausbeute 91.5%

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed successively with aqueous ammonium chloride and saturated brine
2. 2
   Trocknendried over anhydrous magnesium sulfate
3. 3
   Sonstigethe solvent was evaporated
4. 4
   SonstigeThe crystals precipitated
5. 5
   workup.ADDITIONby adding diethyl ether to the residue
6. 6
   Filtrationwere collected by filtration
7. 7
   EinengenThe filtrate was further concentrated
8. 8
   Sonstigepurified
9. 9
   Sonstigeseparated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5)

Vorschrift

To a solution of 10.0 g of 5-bromo-6-fluoro-1H-indazole in 150 mL of N,N-dimethylformamide was added 10.5 g of N-iodosuccinimide at room temperature, and stirred at 70° C. for 2 days. Then the solution was diluted with ethyl acetate, washed successively with aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crystals precipitated by adding diethyl ether to the residue were collected by filtration. The filtrate was further concentrated and purified and separated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5) and combined with the previous crystals, to afford 14.5 g of the title compound as colorless crystals.

Quelle