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Potassium Carbonate → 3-[4-(benzyloxy)phenyl]-1-ethyl-6-(2,2,2-trifluoroethoxy)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

HRID 82662
ノート
印刷プレビュー

反応式

HRID 82662 の反応式
FC(F)(F)S([O:6][CH2:7][C:8]([F:11])([F:10])[F:9])(=O)=O.[CH2:14]([O:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[C:32]3=[N:33][CH:34]=[C:35](O)[CH:36]=[C:31]3[N:30]([CH2:38][CH3:39])[C:29]2=[O:40])=[CH:24][CH:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[Cl-].[Ca+2]>CN(C=O)C>[CH2:14]([O:21][C:22]1[CH:23]=[CH:24][C:25]([N:28]2[C:32]3=[N:33][CH:34]=[C:35]([O:6][CH2:7][C:8]([F:11])([F:10])[F:9])[CH:36]=[C:31]3[N:30]([CH2:38][CH3:39])[C:29]2=[O:40])=[CH:26][CH:27]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 5284359Calcium ChlorideHCID 585776213-[4-(benzyloxy)phenyl]-1-ethyl-6-hydroxy-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

生成物 1

HCID 585777333-[4-(benzyloxy)phenyl]-1-ethyl-6-(2,2,2-trifluoroethoxy)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

2,2,2-Trifluoroethyl trifluoromethanesulfonate (0.144 mL) was added to a solution of 3-[4-(benzyloxy)phenyl]-1-ethyl-6-hydroxy-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (300 mg) and potassium carbonate (229 mg) in DMF (5 ml) at room temperature. The mixture was stirred at ambient temperature under a dry atmosphere (CaCl2 tube) for 3 h. The mixture was quenched with water at room temperature and extracted with AcOEt. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 15%-50% AcOEt in hexane) to give 3-[4-(benzyloxy)phenyl]-1-ethyl-6-(2,2,2-trifluoroethoxy)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (308 mg) as colorless oil.

後処理

  1. customThe mixture was quenched with water at room temperature
  2. extractionextracted with AcOEt
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography (silica gel, eluted with 15%-50% AcOEt in hexane)

出典と根拠

ORDレコード
ord-7667629917f9481abc7369e97fdc1c64
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846713B2

反応ノート

読み込み中…

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