반응 #8920

반응 방정식

product

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

1,8-diazabicyclo[5.4.0]undec-7-ene

→

title compound

1-[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-3-(1-methyl-1H-imidazol-2-yl)furo[2,3-b]pyridin-2-yl]-2,2-dimethylpropan-1-one

용매

DMF

반응 조건

후처리

1. 1
   기타was placed in a 10 mL reaction tube of a CEM Corporation Discover 300 Watt microwave reactor
2. 2
   기타The reaction vessel was sealed
3. 3
   온도After the reaction vessel had cooled again to room temperature
4. 4
   기타the reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3 solution
5. 5
   기타The organic layer was separated
6. 6
   세척washed with aq. NaHCO3, brine
7. 7
   건조dried (Na2SO4)
8. 8
   여과filtered
9. 9
   기타evaporated
10. 10
    기타The residue was purified on a silica gel flash chromatography column
11. 11
    세척eluted with 0–75% EtOAc-hexane
12. 12
    기타Evaporation of the purified fractions
13. 13
    기타drying in vacuo

실험 절차

A mixture of 0.094 g (0.18 mmol) of the product of Step B and 0.027 g (0.18 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in 2 mL DMF was placed in a 10 mL reaction tube of a CEM Corporation Discover 300 Watt microwave reactor. The reaction vessel was sealed, placed in the microwave reactor and heated at 150° C. for 5 min. After the reaction vessel had cooled again to room temperature, the reaction mixture was 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. HPLC/MS: 504.2 (M+1), 506.0 (M+3); Rt=3.39 min.

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