Dimethyl Sulfoxide → 6-Ethyl-1-[4-(4-hydroxybenzoyl)benzyl]-7-methyl-imidazo[1,2-a]pyrimidin-5(1H)-one

HRID 1291385ノート

反応式

HRID 1291385 の反応式
[CH2:1]([C:3]1[C:8](=[O:9])[N:7]2[CH:10]=[CH:11][NH:12][C:6]2=[N:5][C:4]=1[CH3:13])[CH3:2].[Si]([O:21][C:22]1[CH:37]=[CH:36][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:32]Br)=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1)(C(C)(C)C)(C)C.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>CN(C=O)C>[CH2:1]([C:3]1[C:8](=[O:9])[N:7]2[CH:10]=[CH:11][N:12]([CH2:32][C:31]3[CH:30]=[CH:29][C:28]([C:26](=[O:27])[C:25]4[CH:36]=[CH:37][C:22]([OH:21])=[CH:23][CH:24]=4)=[CH:35][CH:34]=3)[C:6]2=[N:5][C:4]=1[CH3:13])[CH3:2]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 18918912HCID 18918912、化合物HCID 178436760HCID 178436760、化合物

生成物 1

HCID 189189466-Ethyl-1-[4-(4-hydroxybenzoyl)benzyl]-7-methyl-imidazo[1,2-a]pyrimidin-5(1H)-one収率 10.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 6-ethyl-7-methylimidazo[1,2-a]-pyrimidin-5(1H)-one (3.93 g), 4-(4-t-butyldimethylsilyloxybenzoyl)benzyl bromide (14.79 g) and potassium carbonate (5.97 g) in DMF (25 ml)-dimethyl sulfoxide (25 ml) was stirred at room temperature for 20 hours. This reaction mixture was concentrated and the residue was extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (dichloromethane: methanol =9:1) and recrystallized from ethanol-ethyl acetate to provide the title compound as colorless solid (909 mg).

後処理

  1. concentrationThis reaction mixture was concentrated
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (dichloromethane: methanol =9:1)
  7. customrecrystallized from ethanol-ethyl acetate

出典と根拠

ORDレコード
ord-ce19d69685834beca3632b89a35c6d89
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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