9-Benzyl-2-chloro-9h-purin-6-amine → HCID 12777827, compound

HRID 2269105Notes

Reaction equation

HRID 2269105 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][CH2:20][CH2:21][CH2:22][O-:23].[Na+]>C(O)CCC>[NH2:1][C:2]1[N:10]=[C:9]([O:23][CH2:22][CH2:21][CH2:20][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 23669364Sodium n-butylate

Product 1

HCID 12777827HCID 12777827, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

6-Amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) and sodium butylate (370 mg, 3.85 mmol) were dissolved in 1-butanol (20 ml) and then the solution was refluxed on heating under stirring for 2 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 of give the subject compound (131 mg, yield 54%).

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-7266a259e02048fd803eacfa3d3b1775
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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