Reaktion #455676

Reaktionsgleichung

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

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

2-amino-3,5-difluoro-6-isopropylaminopyridine

→

title compound

ethyl 8-chloro-6,7-difluoro-1-(3,5-difluoro-6-isopropylaminopyridine-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solution was concentrated under reduced pressure
2. 2
   workup.ADDITIONTo the residue were added 600 mg of anhydrous potassium carbonate and 2 ml of N,N-dimethylformamide
3. 3
   Temperaturto cool
4. 4
   SonstigeThe solution was separated
5. 5
   workup.ADDITIONby adding 30 ml of chloroform and 400 ml of distilled water
6. 6
   Waschenthe chloroform layer was washed twice with 400 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 2.5 ml of chloroform solution of ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate prepared from 0.70 g of ethyl 3-chloro-2,4,5-trifluorobenzoylacetate by normal process was added 600 mg of 2-amino-3,5-difluoro-6-isopropylaminopyridine. The solution was concentrated under reduced pressure. To the residue were added 600 mg of anhydrous potassium carbonate and 2 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 30 ml of chloroform and 400 ml of distilled water, and the chloroform layer was washed twice with 400 ml of distilled water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and allowed to stand. The precipitate was collected by filtration, washed with ethanol and diisopropylether successively to obtain 620 mg of the title compound as a pale yellow powder.

Quelle