Methyl iodide → HCID 58015809, compound

HRID 2189341Notes

Reaction equation

HRID 2189341 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7](=[O:16])[N:8]2[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[CH:4][N:3]=1.[CH3:17]I.[H-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]([CH3:17])[C:7](=[O:16])[N:8]2[CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 58015786HCID 58015786, compound

Product 1

HCID 58015809HCID 58015809, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-chloro-9-(1-ethyl-propyl)-7,9-dihydro-purin-8-one (100 mg, 0.41 mmol) in anhydrous DMF (2 mL) is added methyl iodide (21 uL, 0.41 mmol) and NaH (50% dispersion in mineral oil, 22 mg, 0.46 mmol). The reaction is stirred for 1.5 h. The reaction mixture is quenched with ice water and extracted with EtOAc. The extracts are dried over Na2SO4 and concentrated in vacuo to give 104 mg of 2-chloro-9-(1-ethyl-propyl)-7-methyl-7,9-dihydro-purin-8-one. The crude product is used as is.

Workup

  1. customThe reaction mixture is quenched with ice water
  2. extractionextracted with EtOAc
  3. dry with materialThe extracts are dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b7fac4396b7f4e6abd4934abc756ae96
Source dataset
uspto-grants-2012_12
Patent number
US08324225B2

Reaction notes

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