Reacción #62407

Ecuación de reacción

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

N-iodosuccinimide

→

title compound

Rendimiento 91.5%

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

Rendimiento 91.5%

Disolventes

ethyl acetate

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed successively with aqueous ammonium chloride and saturated brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Otrothe solvent was evaporated
4. 4
   OtroThe crystals precipitated
5. 5
   workup.ADDITIONby adding diethyl ether to the residue
6. 6
   Filtraciónwere collected by filtration
7. 7
   ConcentraciónThe filtrate was further concentrated
8. 8
   Otropurified
9. 9
   Otroseparated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5)

Procedimiento

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.

Fuente