Réaction #8919

Équation de réaction

product

6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[(1-methyl-1H-imidazol-2-yl)carbonyl]pyridin-2 (1H)-one

1-bromopinacolone

Cs2CO3

→

title compound

1-({6-(2-Chlorophenyl)-5-(4-chlorophenyl)-3-[(1-methyl-1H-imidazol-2-yl)carbonyl]pyridin-2-yl}oxy)-3,3-dimethylbutan-2-one

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   Autrepartitioned between EtOAc and saturated aqueous NaHCO3 solution
2. 2
   AutreThe organic layer was separated
3. 3
   Lavagewashed with aq. NaHCO3, brine
4. 4
   Séchagedried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated
7. 7
   AutreThe residue was purified on a silica gel flash chromatography column
8. 8
   Lavageeluted with 0–75% EtOAc-hexane
9. 9
   AutreEvaporation of the purified fractions
10. 10
    Autredrying in vacuo

Mode opératoire

To a solution of the product of Step A in 4 mL DMF was added 0.125 g (0.698 mmol) of 1-bromopinacolone and 0.455 g (1.39 mmol) of Cs2CO3. The reaction mixture was stirred at room temperature for 1 h, then partitioned between EtOAc and saturated aqueous NaHCO3 solution. The organic layer was separated, washed with aq. NaHCO3, brine, dried (Na2SO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0–75% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded the title compound.

Source