تفاعل #53451

معادلة التفاعل

potassium carbonate

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

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

2-amino-6-(t-butylamino) -3,5-difluoropyridine

amino acrylate

→

title compound

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

المذيبات

N,N-dimethylformamide

chloroform

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONwas dissolved
2. 2
   تركيزThe reaction mixture was concentrated under reduced pressure
3. 3
   أخرىto obtain a yellow solid residue
4. 4
   درجة الحرارةto cool down
5. 5
   workup.DISTILLATIONChloroform (30 mL) and distilled water (300 mL)
6. 6
   workup.ADDITIONwere added
7. 7
   أخرىto separate into layers
8. 8
   غسيلThe chloroform layer was washed twice with distilled water (300 mL)
9. 9
   تجفيفdried over anhydrous magnesium sulfate
10. 10
    تركيزconcentrated under reduced pressure
11. 11
    workup.WAITleft over
12. 12
    ترشيحThe precipitate was collected by filtration
13. 13
    غسيلwashed successively with ethanol and diisopropyl ether in this order

الإجراء التجريبي

To a chloroform solution (5 mL) in which ethyl 3-ethoxy-2-(3-bromo-2,4,5-trifluorobenzoyl)acrylate prepared from ethyl 3-bromo-2,4,5-trifluorobenzoylacetate (1.32 g) in a manner known per se in the art was dissolved, 2-amino-6-(t-butylamino) -3,5-difluoropyridine was added under TLC monitoring of the reaction until conversion into an amino acrylate derivative was completed. The reaction mixture was concentrated under reduced pressure to obtain a yellow solid residue. To the residue, anhydrous potassium carbonate (1.2 g) and N,N-dimethylformamide (2 mL) were added, and the mixture was stirred at 90° for 15 minutes. The mixture was allowed to cool down. Chloroform (30 mL) and distilled water (300 mL) were added, and the mixture was allowed to separate into layers. The chloroform layer was washed twice with distilled water (300 mL), dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and then left over. The precipitate was collected by filtration, and washed successively with ethanol and diisopropyl ether in this order to obtain the title compound (1.41 g) as a colorless powder.

المصدر