Sodium Hydroxide → 6-Amino-9-benzyl-2-methylaminopurine

HRID 2269112Notes

Reaction equation

HRID 2269112 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.[OH-].[Na+].[CH3:21][NH2:22].CO>>[NH2:1][C:2]1[N:10]=[C:9]([NH:22][CH3:21])[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 3

HCID 14798Sodium HydroxideHCID 2764829-Benzyl-2-chloro-9h-purin-6-amineHCID 57454252Monomethylamine methanol

Product 1

HCID 183327776-Amino-9-benzyl-2-methylaminopurineYield 83%

Procedure

6-Amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) and 40% methylamine/methanol solution (50 ml) were heated at 120° C. for 20 hours in autoclave. The reaction mixture was condensed in vacuo. To the residue was added 5N aqueous sodium hydroxide and the solution was extracted with chloroform. The organic layer was dried on sodium sulfate, filtered and the solvent in the filtrate was evaporated in vacuo. The residue was purified with silica gel chromatography (2% methanol/chloroform) to give the subject compound (163 mg, yield 83%).

Workup

  1. customcondensed in vacuo
  2. extractionthe solution was extracted with chloroform
  3. customThe organic layer was dried on sodium sulfate
  4. filtrationfiltered
  5. customthe solvent in the filtrate was evaporated in vacuo
  6. customThe residue was purified with silica gel chromatography (2% methanol/chloroform)

Sources & evidence

ORD record
ord-8a18f6e78ce04e61bfc227c19b94b4bc
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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