9-Benzyl-2-chloro-9h-purin-6-amine → HCID 13810038, compound

HRID 2269102Notes

Reaction equation

HRID 2269102 reaction equation
[NH2:1][C:2]1[N:10]=[C:9](Cl)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH3:19][O-:20].[Na+]>CO>[NH2:1][C:2]1[N:10]=[C:9]([O:20][CH3:19])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 2764829-Benzyl-2-chloro-9h-purin-6-amineHCID 10942334Sodium Methoxide

Product 1

HCID 13810038HCID 13810038, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) and sodium methylate (208 mg, 3.85 mmol) were dissolved in methanol (20 ml) and then the solution was refluxed on heating under stirring for 30 hours. The reaction mixture was evaporated 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 evaporated in vacuo to dryness. The residue was purified with silica gel chromatography (2% methanol/chloroform) to give the subject compound (151 mg, yield 77%).

Workup

  1. temperaturethe solution was refluxed
  2. temperatureon heating
  3. customThe reaction mixture was evaporated 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. customevaporated in vacuo to dryness
  8. customThe residue was purified with silica gel chromatography (2% methanol/chloroform)

Sources & evidence

ORD record
ord-95891d8a510e4ce88639688128bdef29
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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