반응 #62407

반응 방정식

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

N-iodosuccinimide

→

title compound

수율 91.5%

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

수율 91.5%

용매

ethyl acetate

N,N-dimethylformamide

반응 조건

후처리

1. 1
   세척washed successively with aqueous ammonium chloride and saturated brine
2. 2
   건조dried over anhydrous magnesium sulfate
3. 3
   기타the solvent was evaporated
4. 4
   기타The crystals precipitated
5. 5
   workup.ADDITIONby adding diethyl ether to the residue
6. 6
   여과were collected by filtration
7. 7
   농축The filtrate was further concentrated
8. 8
   기타purified
9. 9
   기타separated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5)

실험 절차

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.

출처