Methyl iodide → 2,6-dichloro-9-methyl-9H-purine

HRID 1987502Notes

Reaction equation

HRID 1987502 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([Cl:11])[N:3]=1.[H-].[Na+].[CH3:14]I>CN(C=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH3:14])=[C:4]([Cl:11])[N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 53244122,6-Dichloropurine

Product 1

HCID 17125532,6-dichloro-9-methyl-9H-purine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a cold solution of 2,6-Dichloro-7H-purine (1 g, 5.29 mmol) in DMF (5 mL) was added 60% NaH (233 mg, 5.8 mmol) under N2. After stirring for 10 min, MeI (910 μL) was added, the reaction mixture was stirred for 30 min at this temperature and then overnight at room temperature, concentrated and co-evaporated with H2O to dryness. The residue was suspended in 2 mL cold water and filtered to the give crude mixture of 7A and 8A in about 1:1 ratio.

Workup

  1. stirringthe reaction mixture was stirred for 30 min at this temperature
  2. concentrationovernight at room temperature, concentrated and co-evaporated with H2O to dryness
  3. filtrationfiltered to the
  4. customgive crude

Sources & evidence

ORD record
ord-9a1dcb8d837c4c25b22d55802eafe2ec
Source dataset
uspto-grants-2009_06
Patent number
US07550590B2

Reaction notes

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