Methanol → 3,5-Dimethoxypyrazine-2-carbaldehyde

HRID 1609842Notes

Reaction equation

HRID 1609842 reaction equation
Cl[C:2]1[C:3]([CH:9]=[O:10])=[N:4][CH:5]=[C:6](Cl)[N:7]=1.[CH3:11][O-:12].[Na+].[CH3:14][OH:15]>>[CH3:11][O:12][C:2]1[C:3]([CH:9]=[O:10])=[N:4][CH:5]=[C:6]([O:15][CH3:14])[N:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 156968403,5-Dichloropyrazine-2-carbaldehyde

Product 1

HCID 156968553,5-Dimethoxypyrazine-2-carbaldehyde

Procedure

To a solution of 3,5-dichloro-pyrazine-2-carbaldehyde (150 mg, 0.85 mmol) in methanol (5 mL) is added sodium methoxide (25% w/w in MeOH, 458 mg, 2.1 mmol). After the mixture is stirred at room temperature over night, the reaction is quenched with saturated NH4Cl (1 mL) and solvent removed in vacuo until dryness. DCM (20 mL) is added, and the solution is dried and solvent removed to give 140 mg of 3,5-dimethoxy-pyrazine-2-carbaldehyde as an oil.

Workup

  1. customthe reaction is quenched with saturated NH4Cl (1 mL) and solvent
  2. customremoved in vacuo until dryness
  3. additionDCM (20 mL) is added
  4. customthe solution is dried
  5. customsolvent removed

Sources & evidence

ORD record
ord-471be5e0c6af4e43ac18d70af23f20e8
Source dataset
uspto-grants-2006_01
Patent number
US06982268B2

Reaction notes

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