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

HRID 8823

반응식

HRID 8823 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:13][C:12](=[O:14])[C:11]([C:15]([C:17]2[N:18]([CH3:22])[CH:19]=[CH:20][N:21]=2)=[O:16])=[CH:10][C:9]=1[C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1.Br[CH2:31][C:32](=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[C:12]([O:14][CH2:31][C:32](=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34])[C:11]([C:15]([C:17]2[N:18]([CH3:22])[CH:19]=[CH:20][N:21]=2)=[O:16])=[CH:10][C:9]=1[C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 21642BromopinacoloneHCID 693715826-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[(1-methyl-1H-imidazol-2-yl)carbonyl]pyridin-2 (1H)-one

생성물 1

HCID 219848141-({6-(2-Chlorophenyl)-5-(4-chlorophenyl)-3-[(1-methyl-1H-imidazol-2-yl)carbonyl]pyridin-2-yl}oxy)-3,3-dimethylbutan-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  1. custompartitioned between EtOAc and saturated aqueous NaHCO3 solution
  2. customThe organic layer was separated
  3. washwashed with aq. NaHCO3, brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified on a silica gel flash chromatography column
  8. washeluted with 0–75% EtOAc-hexane
  9. customEvaporation of the purified fractions
  10. customdrying in vacuo

출처 및 근거

ORD 기록
ord-a7fe96d87c28497989d234d770dec179
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091216B2

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