Réaction #8362

Équation de réaction

sodium bicarbonate

water

4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoline-1-oxide

trifluoroacetic anhydride

→

title compound

4-[2-(6-Methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-1H-quinolin-2-one

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   ExtractionThe mixture is extracted three times with ethyl acetate
2. 2
   Lavagethe combined organic extracts washed three times with water
3. 3
   Séchageonce with brine, dried (sodium sulfate)
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated in vacuo
6. 6
   AutreThe residue is triturated with 10% acetone/90% dichloromethane
7. 7
   Filtrationfiltered
8. 8
   AutreThe solid is dried under vacuum

Mode opératoire

To a solution of 4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoline-1-oxide (103 mg, 0.30 mmol) in N,N-dimethylformamide (3 mL) is added trifluoroacetic anhydride (425 μL, 3.0 mmol). The mixture is stirred for 40 h, poured into water, and the pH adjusted to 8 with saturated aqueous sodium bicarbonate solution. The mixture is extracted three times with ethyl acetate, the combined organic extracts washed three times with water and once with brine, dried (sodium sulfate), filtered, and concentrated in vacuo. The residue is triturated with 10% acetone/90% dichloromethane and filtered. The solid is dried under vacuum to yield the title compound, 11.6 mg (10%), as a yellow solid.

Source