Acetylacetone → 2,5,7-trimethylpyrazolo[1,5-a]pyrimidine

HRID 2051117Notes

Reaction equation

HRID 2051117 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([CH3:7])[NH:4][N:3]=1.[C:8]([CH2:11][C:12](=O)[CH3:13])(=O)[CH3:9]>C(O)(C)C>[CH3:7][C:5]1[CH:6]=[C:2]2[N:1]=[C:8]([CH3:9])[CH:11]=[C:12]([CH3:13])[N:3]2[N:4]=1

Participants

4

Reactant 2

HCID 31261AcetylacetoneHCID 931461H-Pyrazol-3-amine, 5-methyl-

Product 1

HCID 36110622,5,7-trimethylpyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 9.7 g of 3-amino-5-methylpyrazole, 13 ml of acetylacetone and 50 ml of isopropanol is heated under reflux for 3 hours. After distilling isopropanol off, the residue is dissolved in dichloromethane, washed with water and dried over anhydrous magnesium sulfate when chloroform is distilled off, 12.7 g of the title compound is obtained as crystals. mp. 70°-73° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 3 hours
  3. distillationAfter distilling isopropanol off, the residue
  4. dissolutionis dissolved in dichloromethane
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate when chloroform
  7. distillationis distilled off

Sources & evidence

ORD record
ord-cbdd7df021f24864a7fd27b6ce766633
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

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