Benzyl Bromide → 7-benzyl-8-chloro-3-methyl-1H-purine-2,6(3H,7H)-dione

HRID 1792016Notes

Reaction equation

HRID 1792016 reaction equation
[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[NH:7][C:6](=[O:12])[N:5]([CH3:13])[C:4]=2[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O.C(OCC)(=O)C.O>[CH2:20]([N:10]1[C:9]2[C:8](=[O:11])[NH:7][C:6](=[O:12])[N:5]([CH3:13])[C:4]=2[N:3]=[C:2]1[Cl:1])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

7

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 126175848-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Product 1

HCID 9115837-benzyl-8-chloro-3-methyl-1H-purine-2,6(3H,7H)-dione

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

8-Chloro-3-methyl-3,7-dihydropurine-2,6-dione (200 mg) and potassium carbonate (152 mg) were suspended in N,N-dimethylformamide (10 ml), and benzyl bromide was added dropwise thereto while cooling on ice. The reaction mixture was left standing till reaching room temperature, and was stirred at room temperature for 13 hours. The resulting white suspension was diluted with ethyl acetate and water, and filtered to give 133 mg of the title compound.

Workup

  1. temperaturewhile cooling on ice
  2. waitThe reaction mixture was left
  3. customtill reaching room temperature
  4. filtrationfiltered

Sources & evidence

ORD record
ord-93a2667b2efd416687c537c2fcad7768
Source dataset
uspto-grants-2006_07
Patent number
US07074798B2

Reaction notes

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