Reaktion #455583

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-(p-methoxybenzylamino)pyridine

→

title compound

ethyl 8-chloro-1-[3,5-difluoro-6-(p-methoxybenzylamino)pyridin-2-yl]-6,7-difluoro-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 2.5 g of anhydrous potassium carbonate and 6 ml of N,N-dimethylformamide
3. 3
   Temperaturto cool
4. 4
   SonstigeThe solution was separated
5. 5
   workup.ADDITIONby adding 50 ml of chloroform and 500 ml of distilled water
6. 6
   Waschenthe chloroform layer was washed twice with 500 ml of distilled water
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   workup.ADDITIONThe precipitate was dispersed in ethanol
10. 10
    Filtrationcollected by filtration
11. 11
    Waschenwashed with ethanol

Vorschrift

To 18 ml of chloroform solution of ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate prepared from 2.52 g of ethyl 3-chloro-2,4,5-trifluorobenzoylacetate by normal process was added 2.65 g of 2-amino-3,5-difluoro-6-(p-methoxybenzylamino)pyridine. The solution was concentrated under reduced pressure, and to the residue were added 2.5 g of anhydrous potassium carbonate and 6 ml of N,N-dimethylformamide, and the mixture was stirred at 90° C. for 15 minutes and allowed to cool. The solution was separated by adding 50 ml of chloroform and 500 ml of distilled water, and the chloroform layer was washed twice with 500 ml of distilled water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and allowed to stand. The precipitate was dispersed in ethanol, collected by filtration, and washed with ethanol to obtain 3.20 g of the title compound as a yellow powder.

Quelle