Dimethylamine → HCID 18332773, compound

HRID 2269122Notes

Reaction equation

HRID 2269122 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][NH:22][CH3:23]>>[NH2:1][C:2]1[N:10]=[C:9]([N:22]([CH3:23])[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 674DimethylamineHCID 14798Sodium HydroxideHCID 2764829-Benzyl-2-chloro-9h-purin-6-amine

Product 1

HCID 18332773HCID 18332773, compoundYield 87%

Procedure

6-Amino-9-benzyl-2-chloropurine (100 mg, 0.385 mmol) and aqueous dimethylamine (30 ml) were heated at 120° C. for 15 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 (90 mg, yield 87%).

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-2eee9a985071492c84f8554cd95c2b68
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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