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

HRID 2246813Notes

Reaction equation

HRID 2246813 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-ba599e649cf3449c896df42fb30816da
Source dataset
uspto-grants-2010_03
Patent number
US07687625B2

Reaction notes

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