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Methanol → 6-Amino-9-benzyl-2-(4-hydroxybutoxy)-8-methoxypurine

HRID 2269167
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HRID 2269167 반응식
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5](Br)[N:6]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-:25].[Na+].[CH3:27]O>>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:25][CH3:27])[N:6]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 18332702HCID 18332702, 화합물

생성물 1

HCID 183327246-Amino-9-benzyl-2-(4-hydroxybutoxy)-8-methoxypurine수율 68%

실험 절차

To 6-amino-9-benzyl-8-bromo-2-(4-hydroxybutoxy)purine (185 mg, 0.472 mmol) in 10 ml of methanol was added 1N aqueous sodium hydroxide (40 ml). The mixture was refluxed on heating under stirring for 2 hours. The reaction mixture was concentrated in vacuo to dryness. To the residue was added water and the mixture was extracted with chloroform. The organic layer was dried on sodium sulfate and the solvent was removed. The residue was purified with silica gel chromatography (2% methanol/chloroform) to give the subject compound (123 mg, yield 68%).

후처리

  1. temperatureThe mixture was refluxed
  2. temperatureon heating
  3. concentrationThe reaction mixture was concentrated in vacuo to dryness
  4. additionTo the residue was added water
  5. extractionthe mixture was extracted with chloroform
  6. customThe organic layer was dried on sodium sulfate
  7. customthe solvent was removed
  8. customThe residue was purified with silica gel chromatography (2% methanol/chloroform)

출처 및 근거

ORD 기록
ord-27f5bffe0ecf4c13af8fc457229d6ac2
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06329381B1

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