Hydrochloric Acid → HCID 10990297, compound

HRID 1646145Notes

Reaction equation

HRID 1646145 reaction equation
[CH3:1][O:2][C:3]([CH3:14])([CH3:13])[CH:4](OS(C)(=O)=O)[C:5]([OH:7])=[O:6].[CH3:15][O:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19]([SH:25])[N:18]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[CH3:24][O:23][C:21]1[CH:22]=[C:17]([O:16][CH3:15])[N:18]=[C:19]([S:25][CH:4]([C:3]([O:2][CH3:1])([CH3:13])[CH3:14])[C:5]([OH:7])=[O:6])[N:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 19801425HCID 19801425, compoundHCID 178493561HCID 178493561, compound

Product 1

HCID 10990297HCID 10990297, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

That is, after 3-methoxy-3-methyl-2-methylsulfonyloxybutanoic acid (22.6 g, 0.1 mol) and 4,6-dimethoxy-2-mercaptopyrimidine (17.3 g, 0.1 mol) were added to N,N-dimethylformamide (200 ml) and further anhydrous potassium carbonate (13.8 g) was added, the mixture was stirred at 50° C. for 2 hours. The resulting reaction mixture was added to a 1N hydrochloric acid aqueous solution (300 ml), and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated saline solution and dried over magnesium sulfate, and ethyl acetate was removed under reduced pressure. The crystals obtained were washed with n-hexane to obtain 24.1 g (yield: 80%) of the title compound.

Workup

  1. additionwas added
  2. customThe resulting reaction mixture
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with a saturated saline solution
  5. dry with materialdried over magnesium sulfate, and ethyl acetate
  6. customwas removed under reduced pressure
  7. customThe crystals obtained
  8. washwere washed with n-hexane

Sources & evidence

ORD record
ord-1e23f9502e4e471dbf1492558d9c6137
Source dataset
uspto-grants-1993_01
Patent number
US05178663

Reaction notes

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