Sodium Methoxide → HCID 19791348, compound

HRID 1655253Notes

Reaction equation

HRID 1655253 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[N:3]=1.[CH3:21][O-:22].[Na+]>CO.C(OCC)(=O)C>[CH3:21][O:22][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[N:3]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 19791347HCID 19791347, compound

Product 1

HCID 19791348HCID 19791348, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

5.5 g (0.02 mol) of 4-chloro-2-(2-pyridyl)-6-(4-fluorophenyl)-pyrimidine are dissolved in 50 ml of dry methanol, 8.6 g of a 22% strength solution of sodium methylate in methanol (corresponds to 0.04 mol) are added, and the mixture is refluxed for 40 hours. After the solvent has been removed, the residue obtained is taken up in ethyl acetate and the mixture is washed twice with water and dried over sodium sulphate. After the solvent has been removed, 4.3 g (77% of theory) of 4-methoxy-2-(2-pyridyl)-6-(4-fluorophenyl)-pyrimidine of melting point 97°-98° C. are obtained.

Workup

  1. temperaturethe mixture is refluxed for 40 hours
  2. customAfter the solvent has been removed
  3. customthe residue obtained
  4. washthe mixture is washed twice with water
  5. dry with materialdried over sodium sulphate
  6. customAfter the solvent has been removed

Sources & evidence

ORD record
ord-78e8e25616224125a49213bc92d20b17
Source dataset
uspto-grants-1993_10
Patent number
US05250533

Reaction notes

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