Reaktion #8895

Reaktionsgleichung

sodium hydride

product

4-Chloro-N-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2,2-dimethylpropanoyl)furo[2,3-b]pyridin-3-yl]butanamide

→

title compound

1-[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2,2-dimethylpropanoyl)furo[2,3-b]pyridin-3-yl]pyrrolidin-2-one

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter 15 min the addition
2. 2
   TemperaturThe reaction was then cooled to room temperature
3. 3
   Sonstigepartitioned between saturated aq. NaHCO3 and EtOAc
4. 4
   ExtraktionThe organic product was extracted into EtOAc
5. 5
   Sonstigeseparated
6. 6
   Trocknendried (Na2SO4)
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe residue was purified on a silica gel flash chromatography column
10. 10
    Wascheneluted with 0–20% EtOAc-hexane
11. 11
    SonstigeEvaporation of the purified fractions
12. 12
    Sonstigedrying in vacuo

Vorschrift

To a magnetically stirred suspension of 7 mg (0.173 mmol) of sodium hydride in 1 mL THF was slowly added 0.100 g (0.173 mmol) of the product of Example 47 dissolved in 1 mL of THF. After 15 min the addition was complete and the reaction mixture was stirred and heated to 60° C. for 3.5 h. The reaction was then cooled to room temperature, and partitioned between saturated aq. NaHCO3 and EtOAc. The organic product was extracted into EtOAc, separated, dried (Na2SO4) filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0–20% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded the title compound. HPLC/MS: 541.0 (M+1), 542.9 (M+3); Rt=4.60 min.

Quelle