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

HRID 1792072노트

반응식

HRID 1792072 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c0009f640dc46d3afe7c01413d3ef10
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074798B2

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