Sodium Acetate → HCID 1478146, compound

HRID 1707066Notes

Reaction equation

HRID 1707066 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][N:10]=[C:6]2[N:5]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[CH:3]=1.C([O-])(=O)C.[Na+]>[Pd].C(O)C>[F:20][C:17]([F:18])([F:19])[C:13]1[CH:12]=[C:11]([C:4]2[CH:3]=[CH:2][N:7]3[N:8]=[CH:9][N:10]=[C:6]3[N:5]=2)[CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 203333567-Chloro-5-[3-(trifluoromethyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 1478146HCID 1478146, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.30 g. of 7-chloro-5-(m-trifluoromethylphenyl)-1,2,4-triazolo[1,5-a]pyrimidine, 0.10 g. of 10% palladium on charcoal catalyst, and 0.09 g. of anhydrous sodium acetate in 100 ml. of absolute ethanol is hydrogenated at 10 lbs. pressure for 30 minutes. The solution is filtered through a Celite pad and then evaporated to dryness. A methylene chloride solution of this material is washed with an aqueous saturated sodium bicarbonate solution. The organic layer, after drying with anhydrous magnesium sulfate, is passed through a short pad of hydrous magnesium silicate. The eluent is refluxed and the gradual addition of hexane caused the desired compound to crystallize to give product, m.p. 201°-202° C.

Workup

  1. additionA mixture of 0.30 g
  2. filtrationThe solution is filtered through a Celite pad
  3. customevaporated to dryness
  4. washA methylene chloride solution of this material is washed with an aqueous saturated sodium bicarbonate solution
  5. dry with materialThe organic layer, after drying with anhydrous magnesium sulfate
  6. temperatureThe eluent is refluxed
  7. additionthe gradual addition of hexane
  8. customto crystallize
  9. customto give product, m.p. 201°-202° C.

Sources & evidence

ORD record
ord-328ba923a2dd47f49d0d1b5545fc506e
Source dataset
uspto-grants-1980_06
Patent number
US04209621

Reaction notes

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