Potassium Carbonate → HCID 66569546, compound

HRID 869297Notes

Reaction equation

HRID 869297 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1.[C:11]([O-])([O-])=[O:12].[K+].[K+]>CO>[Cl:1][C:2]1[N:7]=[C:6]([O:12][CH3:11])[C:5]([O:9][CH3:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 6014012,4-Dichloro-5-methoxypyrimidine

Product 1

HCID 66569546HCID 66569546, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 10 g (55.9 mmol) 2,4-dichloro-5-methoxy-pyrimidine in 200 mL MeOH was added 7.7 g (55.9 mmol) K2CO3. The reaction mixture was stirred at room temperature for 24 h, then the volatiles were removed in vacuo. The residue was diluted with EtOAc (200 mL) and water (100 mL). The organic layer was separated, dried (Na2SO4), and evaporated affording 9.0 g (92%) 2-chloro-4,5-dimethoxy-pyrimidine as a fluffy white solid which was used in subsequent steps without further purification. LCMS [M+H]+=175.0.

Workup

  1. customthe volatiles were removed in vacuo
  2. additionThe residue was diluted with EtOAc (200 mL) and water (100 mL)
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-2645f56e09c948f58143a754ea1f76c1
Source dataset
uspto-grants-2015_03
Patent number
US08969364B2

Reaction notes

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