Reaktion #455633

Reaktionsgleichung

ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate

ethyl 3-chloro-2,4,5-trifluorobenzoylacetate

potassium carbonate

2-amino-6-(t-butylamino)-5-fluoropyridine

→

title compound

ethyl 1-[6-(t-butylamino)-5-fluoropyridine-2-yl]-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Lösungsmittel

chloroform

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solution was concentrated under reduced pressure
2. 2
   Sonstigeto obtain yellow solid residue
3. 3
   Temperaturto cool
4. 4
   SonstigeThe solution was separated
5. 5
   workup.ADDITIONby adding 40 ml of chloroform and 300 ml of distilled water
6. 6
   Waschenthe chloroform layer was washed twice with 300 ml of distilled water
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   FiltrationThe precipitate was collected by filtration
10. 10
    Waschenwashed with ethanol and diisopropylether successively

Vorschrift

To 2 ml chloroform solution of ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate prepared from 0.56 g of ethyl 3-chloro-2,4,5-trifluorobenzoylacetate by normal process was added 0.42 g of 2-amino-6-(t-butylamino)-5-fluoropyridine. The solution was concentrated under reduced pressure to obtain yellow solid residue. To this residue were added 0.6 g of anhydrous potassium carbonate and 1.5 ml of N,N-dimethylformamide, and the mixture was stirred at 90° C. for 20 minutes and allowed to cool. The solution was separated by adding 40 ml of chloroform and 300 ml of distilled water, and the chloroform layer was washed twice with 300 ml of distilled water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, supplemented with 2 ml of ethanol, and allowed to stand. The precipitate was collected by filtration, washed with ethanol and diisopropylether successively to obtain 0.48 g of the title compound as a pale yellow powder.

Quelle