Water → 7-Benzyl-8-(3-oxocyclopentyl)-1,3-dipropylpurine-2,6-dione

HRID 1684521노트

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HRID 1684521 반응식
[O:1]=[C:2]1[CH2:6][CH2:5][CH:4]([C:7]2[NH:15][C:14]3[C:13](=[O:16])[N:12]([CH2:17][CH2:18][CH3:19])[C:11](=[O:20])[N:10]([CH2:21][CH2:22][CH3:23])[C:9]=3[N:8]=2)[CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.O>CN(C)C=O>[CH2:30]([N:15]1[C:14]2[C:13](=[O:16])[N:12]([CH2:17][CH2:18][CH3:19])[C:11](=[O:20])[N:10]([CH2:21][CH2:22][CH3:23])[C:9]=2[N:8]=[C:7]1[CH:4]1[CH2:5][CH2:6][C:2](=[O:1])[CH2:3]1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 131584Kfm 19

생성물 1

HCID 149891347-Benzyl-8-(3-oxocyclopentyl)-1,3-dipropylpurine-2,6-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

10.0 g (0.031 mol) of 8-(3-oxocyclopentyl)-1,3-dipropyl-7H-purine-2,6-dione are dissolved in 30 ml of absolute dimethylformamide and after the addition of 4.6 g (0.033 mol) of potassium carbonate the mixture is stirred for 20 minutes at ambient temperature. 5.7 g (0.033 mol) of benzylbromide are added dropwise, the mixture is stirred for a further 40 minutes and the reaction is ended by the addition of water. The solution is evaporated down, the residue is taken up in water and extracted with dichloromethane. After drying and evaporation, the combined organic phases yield an oily residue which is purified on silica gel with a mixture of dichloromethane/methanol in the ratio 99:1 and then recrystallised from ethanol. 9.4 g (73.3% of theory) of the title compound are obtained in the form of colourless crystals, melting point: 145° C.

후처리

  1. stirringthe mixture is stirred for a further 40 minutes
  2. customThe solution is evaporated down
  3. extractionextracted with dichloromethane
  4. customAfter drying
  5. customevaporation
  6. customthe combined organic phases yield an oily residue which
  7. customis purified on silica gel with a mixture of dichloromethane/methanol in the ratio 99:1
  8. customrecrystallised from ethanol

출처 및 근거

ORD 기록
ord-b89fd8ee099c48239e78592246e69cde
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05641784

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