Sodium Bicarbonate → HCID 59242800, compound

HRID 1514428Notes

Reaction equation

HRID 1514428 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][N:10]=[C:9](SC)[N:8]=2)=[C:5]([CH3:15])[O:4][N:3]=1.O[O:17][S:18]([O-:20])=O.[K+].[C:22]([O-])(O)=O.[Na+]>CO>[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([S:18]([CH3:22])(=[O:20])=[O:17])[N:8]=2)=[C:5]([CH3:15])[O:4][N:3]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 23707502Potassium hydroxy sulfiteHCID 29153134HCID 29153134, compound

Product 1

HCID 59242800HCID 59242800, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-(3,5-dimethyl-isoxazol-4-yl)-2-methylsulfanyl-pyrimidine (638 mg, 2.88 mmol) in MeOH (23 ml) was cooled at 0° C. and then an aqueous solution of oxone (5.31 g, 8.64 mmol in 23 ml of water) was slowly added. After stirring 1.5 hours at room temperature, the mixture was basified with solid NaHCO3 and the product was extracted with ethyl acetate. The organic phase was dried (Na2SO4) and evaporated to give 666 mg of the title compound that was used in the next step without further purification (91% yield).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-cca7ff8894e84756b87abee18598d8ff
Source dataset
uspto-grants-2012_07
Patent number
US08222266B2

Reaction notes

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