Sodium Methoxide → HCID 178493753, compound

HRID 1390310Notes

Reaction equation

HRID 1390310 reaction equation
COC([C:5]1[C:10]([O:11][CH3:12])=[CH:9][N:8]=[CH:7][N:6]=1)=O.ClC1C([C:20](OCC)=[O:21])=NC=NC=1.[CH3:25][O-:26].[Na+]>CO>[CH3:12][O:11][C:10]1[C:5]([O:26][CH3:25])=[N:6][C:7](=[C:20]=[O:21])[NH:8][CH:9]=1

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 21329182Ethyl 5-chloropyrimidine-4-carboxylateHCID 21329223Methyl 5-methoxy-4-pyrimidinecarboxylate

Product 1

HCID 178493753HCID 178493753, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Methoxycarbonyl-5-methoxypyrimidine can be prepared by heating 5-chloro-4-ethoxycarbonylpyrimidine (23 g) with sodium methoxide (15 g) in methanol (230 cc) for 8 hours. The solvent is evaporated off and the residue is suspended in diethyl ether (1000 cc). The suspension is washed with water (50 cc). The organic phase is dried over sodium sulphate, filtered and concentrated to dryness to give 5-methoxy-4-methoxy-carbonylpyrimidine (6 g) melting at 75° C.

Workup

  1. customThe solvent is evaporated off
  2. washThe suspension is washed with water (50 cc)
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-1fc770e71a25494a86f55a7b764debea
Source dataset
uspto-grants-1979_02
Patent number
US04138487

Reaction notes

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