Potassium Carbonate → HCID 19833535, compound

HRID 2050761Notes

Reaction equation

HRID 2050761 reaction equation
CO[C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5](S(C)(=O)=O)[N:4]=1.[OH:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21]([O:23][CH3:24])=[O:22].[C:25](=O)([O-])[O-:26].[K+].[K+]>CC(CC)=O.O>[CH3:10][O:9][C:7]1[C:8]([O:26][CH3:25])=[CH:3][N:4]=[C:5]([O:15][C:16]2[CH:20]=[CH:19][S:18][C:17]=2[C:21]([O:23][CH3:24])=[O:22])[N:6]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 5811273-Hydroxy-thiophene-2-carboxylic acid methyl esterHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidine

Product 1

HCID 19833535HCID 19833535, compoundYield 60.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

2.2 g (0.01 mol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 1.6 g (0.01 mol) of methyl 3-hydroxythiophene-2-carboxylate are dissolved in 50 ml of ethyl methyl ketone, and 13.8 g (0.1 mol) of potassium carbonate are added. The mixture is refluxed for 4 hours, cooled down, diluted with water and extracted with methylene chloride. The extract is dried over sodium sulfate and concentrated under reduced pressure. The residue is stirred up with n-hephtane, filtered off and dried under reduced pressure, leaving 1.8 g of methyl 3-(4,5-dimethoxypyrimidin-2-yloxy)thiophene-2-carboxylate of m.p. 107°-109° C.

Workup

  1. temperatureThe mixture is refluxed for 4 hours
  2. temperaturecooled down
  3. extractionextracted with methylene chloride
  4. dry with materialThe extract is dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. filtrationfiltered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-3a40907328784b62b38131b77909b3e7
Source dataset
uspto-grants-1991_05
Patent number
US05015285

Reaction notes

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