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

反応式

HRID 8823 の反応式
[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

参加物

5

反応物 3

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

生成物 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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7fe96d87c28497989d234d770dec179
出典データセット
uspto-grants-2006_08
特許番号
US07091216B2

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