Реакция #8920

Уравнение реакции

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

Растворители

DMF

Условия реакции

Обработка

1. 1
   Другоеwas placed in a 10 mL reaction tube of a CEM Corporation Discover 300 Watt microwave reactor
2. 2
   ДругоеThe reaction vessel was sealed
3. 3
   ТемператураAfter the reaction vessel had cooled again to room temperature
4. 4
   Другоеthe reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3 solution
5. 5
   ДругоеThe organic layer was separated
6. 6
   Промывкаwashed with aq. NaHCO3, brine
7. 7
   Сушкаdried (Na2SO4)
8. 8
   Фильтрацияfiltered
9. 9
   Другоеevaporated
10. 10
    ДругоеThe residue was purified on a silica gel flash chromatography column
11. 11
    Промывкаeluted with 0–75% EtOAc-hexane
12. 12
    ДругоеEvaporation of the purified fractions
13. 13
    Другоеdrying in vacuo

Методика

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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