Dimethylformamide → [7-Benzyl-1-(2-phenylethyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]acetic acid ethyl ester

HRID 1792072ノート

反応式

HRID 1792072 の反応式
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:14]2[N:13]=[CH:12][N:11]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]=2[C:9](=[O:22])[NH:8][C:7]1=[O:23])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.CN(C)C=O>C(OCC)(=O)C.O>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:14]2[N:13]=[CH:12][N:11]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]=2[C:9](=[O:22])[N:8]([CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:7]1=[O:23])[CH3:2]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 7666Phenethyl bromideHCID 11430Potassium CarbonateHCID 367813Ethyl (7-benzyl-2,6-dioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)acetate

生成物 1

HCID 23536902[7-Benzyl-1-(2-phenylethyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]acetic acid ethyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

A mixture of (7-benzyl-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl)acetic acid ethyl ester (300 mg), anhydrous potassium carbonate (250 mg), 2-bromoethylbenzene (0.25 ml), and N,N-dimethylformamide (5 ml) was stirred with heating in an oil bath of 50° C. for 2 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 10–20% (20% 2-propanol/ethyl acetate)/hexane to give 366 mg of the title compound.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-2c0009f640dc46d3afe7c01413d3ef10
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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