Sodium Methoxide → HCID 12056930, compound

HRID 1368844Notes

Reaction equation

HRID 1368844 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2S(C)(=O)=O)[N:4]=1.[CH3:24][O-:25].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2[O:25][CH3:24])[N:4]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 12056929HCID 12056929, compound

Product 1

HCID 12056930HCID 12056930, compoundYield 116.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(4,6-dimethoxypyrimidin-2-yl)-2-methylsulfonylbenzimidazole (0.40 g) was dissolved in tetrahydrofuran (20 ml), and sodium methylate (0.50 g) was added thereto under cooling with ice, followed by stirring for 1 hour. Ice water was added, followed by extraction with ethyl acetate, washing with a saturated sodium chloride aqueous solution and drying over anhydrous magnesium sulfate. The solvent was distilled off, and the mixture was purified by silica gel column chromatography to obtain 0.40 g of the desired product as a white powder (m.p. 121-122° C.).

Workup

  1. temperatureunder cooling with ice
  2. extractionfollowed by extraction with ethyl acetate
  3. washwashing with a saturated sodium chloride aqueous solution
  4. dry with materialdrying over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe mixture was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-88c1010fa5e64c938211344ee20b7e8e
Source dataset
uspto-grants-2003_06
Patent number
US06576631B1

Reaction notes

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