Methyl iodide → HCID 69314207, compound

HRID 2222283Notes

Reaction equation

HRID 2222283 reaction equation
[CH3:1][O:2][C:3]1[NH:8][C:7](=[O:9])[C:6]([CH2:10][CH2:11][OH:12])=[C:5]([CH3:13])[N:4]=1.[H-].[Na+].[CH3:16]I>CN(C=O)C>[CH3:1][O:2][C:3]1[N:8]([CH3:16])[C:7](=[O:9])[C:6]([CH2:10][CH2:11][OH:12])=[C:5]([CH3:13])[N:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 136347822HCID 136347822, compound

Product 1

HCID 69314207HCID 69314207, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
50 °C

Procedure

To a suspension of 2-methoxy-5-(2-hydroxyethyl)-6-methyl-3H-pyrimidin-4-one (2.6 g, 0.014 mol) in DMF (25 ml) was added one equivalent of sodium hydride (55%, 0.6 g). After stirring for 0.5 hr. methyl iodide (0.81 ml, 0.014 mol) was added and the mixture was heated at 50° C. for five hours. After cooling, most of the DMF was removed in vaccuum. Water was added and the mixture was extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate and then concentrated. Yield 2.0 g (71%) of a yellow oil.

Workup

  1. customwas removed in vaccuum
  2. additionWater was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe combined organic layer was dried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-65867f87b4da4c0986d382242d12f61d
Source dataset
uspto-grants-2008_05
Patent number
US07371769B2

Reaction notes

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