Dimethylformamide → Ethyl (7-benzyl-2,6-dioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)acetate

HRID 1792071ノート

反応式

HRID 1792071 の反応式
[CH2:1]([N:8]1[C:16]2[C:15](=[O:17])[NH:14][C:13](=[O:18])[NH:12][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Br[CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33]>C(OCC)(=O)C.O>[CH2:35]([O:34][C:32](=[O:33])[CH2:31][N:12]1[C:11]2[N:10]=[CH:9][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:16]=2[C:15](=[O:17])[NH:14][C:13]1=[O:18])[CH3:36]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 125005077-Benzyl-1H-purine-2,6(3H,7H)-dione

生成物 1

HCID 367813Ethyl (7-benzyl-2,6-dioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)acetate収率 44.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
40 °C

実験手順

A mixture of 7-benzyl-3,7-dihydropurine-2,6-dione (3.0 g), anhydrous potassium carbonate (2.0 g), and N,N-dimethylformamide (60 ml) was stirred with heating in an oil bath of 40° C., and ethyl bromoacetate (1.5 g) was added thereto. The mixture was stirred by heating at the same temperature for 4 hours. The reaction mixture was diluted with ethyl acetate and water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 20–40% (20% 2-propanol/ethyl acetate)/hexane to give 1.3 g of the title compound.

後処理

  1. stirringThe mixture was stirred
  2. temperatureby heating at the same temperature for 4 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-4b79b7d05e904ad699295bfc2c1e43f1
出典データセット
uspto-grants-2006_07
特許番号
US07074798B2

反応ノート

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