Reaction #41585

Reaction equation

potassium nitrate

3-fluoro-4-(6-ethanesulfonyl-pyridin-3-yloxy)-phenylamine

→

5-fluoro-4-(6-ethanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine

Solvents

trifluoroacetic acid

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   Otherthe solvent was evaporated away under reduced pressure
3. 3
   workup.ADDITIONThe residue was diluted with ethyl acetate
4. 4
   Washwashed with aqueous saturated sodium bicarbonate and saturated saline in order
5. 5
   Dryingdried with anhydrous sodium sulfate
6. 6
   OtherThe solvent was evaporated away under reduced pressure
7. 7
   Otherthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2)
8. 8
   Otherto obtain the entitled compound

Procedure

3.8 g of potassium nitrate was added to a trifluoroacetic acid (100 ml) solution of 10.5 g of 3-fluoro-4-(6-ethanesulfonyl-pyridin-3-yloxy)-phenylamine, and the reaction liquid was stirred for 1 hour at room temperature, and the solvent was evaporated away under reduced pressure. The residue was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2) to obtain the entitled compound.

Source