تفاعل #62407

معادلة التفاعل

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

N-iodosuccinimide

→

title compound

المردود 91.5%

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

المردود 91.5%

المذيبات

ethyl acetate

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed successively with aqueous ammonium chloride and saturated brine
2. 2
   تجفيفdried over anhydrous magnesium sulfate
3. 3
   أخرىthe solvent was evaporated
4. 4
   أخرىThe crystals precipitated
5. 5
   workup.ADDITIONby adding diethyl ether to the residue
6. 6
   ترشيحwere collected by filtration
7. 7
   تركيزThe filtrate was further concentrated
8. 8
   أخرىpurified
9. 9
   أخرىseparated by silica gel column chromatographsy (ethyl acetate:n-hexane=1:10-1:5)

الإجراء التجريبي

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.

المصدر