Carbonate Ion → HCID 21715626, compound

HRID 1387223Notes

Reaction equation

HRID 1387223 reaction equation
[CH2:1]([C:4]1[O:5][C:6]([C:10]2[C:15]([OH:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[C:7]([CH3:9])[N:8]=1)[CH2:2][CH3:3].CS([C:22]1[N:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[N:23]=1)(=O)=O.C(=O)([O-])[O-]>CN(C=O)C>[CH2:1]([C:4]1[O:5][C:6]([C:10]2[C:15]([O:16][C:22]3[N:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[N:23]=3)=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[C:7]([CH3:9])[N:8]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 19660Carbonate IonHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 21715601HCID 21715601, compound

Product 1

HCID 21715626HCID 21715626, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

2 ml DMF solution containing 0.24 g 2-propyl-4-methyl-5-(2-chloro-6-hydroxyphenyl)oxazole, 0.2 g 2-methanesulfonyl-4,6-dimethoxypyrimidine and 0.26 g pottasium carbonate was stirred for 14 hours at 60° C. After completing the reaction, the solution reacted was poured into ice water and was then extracted with ethyl acetate. The organic layer obtained was washed with water and was then dried by using anhydrous magnesium sulfate. After filtration, the solvent used was removed by distillation under reduce pressure. The residue obtained was purified by using silica gel column chromatography, where hexane-ethyl acetate solution in a mixing ratio of 4:1 is used, affording the objective substance in an amount of 0.26 g.

Workup

  1. customthe reaction
  2. customthe solution reacted
  3. extractionwas then extracted with ethyl acetate
  4. customThe organic layer obtained
  5. washwas washed with water
  6. customwas then dried
  7. filtrationAfter filtration
  8. customthe solvent used was removed by distillation
  9. customThe residue obtained
  10. customwas purified
  11. customaffording the objective substance in an amount of 0.26 g

Sources & evidence

ORD record
ord-5bc8e72f8c284efc998cbe68da0be168
Source dataset
uspto-grants-2001_07
Patent number
US06268310B1

Reaction notes

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