Ethylamine → 6-Amino-9-benzyl-2-ethylaminopurine

HRID 2269113Notes

Reaction equation

HRID 2269113 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+].[CH2:21]([NH2:23])[CH3:22]>>[NH2:1][C:2]1[N:10]=[C:9]([NH:23][CH2:21][CH3:22])[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 6341EthylamineHCID 14798Sodium HydroxideHCID 2764829-Benzyl-2-chloro-9h-purin-6-amine

Product 1

HCID 183327806-Amino-9-benzyl-2-ethylaminopurineYield 71%

Procedure

6-Amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) and aqueous ethylamine (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 mixture 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 (147 mg, yield 71%).

Workup

  1. customcondensed in vacuo
  2. extractionthe mixture 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-f1c2725af78648108874713a76a186c0
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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