反応 #62407

反応方程式

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

N-iodosuccinimide

→

title compound

収率 91.5%

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

収率 91.5%

溶媒

ethyl acetate

N,N-dimethylformamide

反応条件

後処理

1. 1
   洗浄washed successively with aqueous ammonium chloride and saturated brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   その他the solvent was evaporated
4. 4
   その他The crystals precipitated
5. 5
   workup.ADDITIONby adding diethyl ether to the residue
6. 6
   ろ過were collected by filtration
7. 7
   濃縮The filtrate was further concentrated
8. 8
   その他purified
9. 9
   その他separated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5)

実験手順

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.

出典