3-Dimethylamino-3'-trifluoromethylacrylophenone → 3-Methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

HRID 225263Notes

Reaction equation

HRID 225263 reaction equation
[NH2:1][C:2]1[C:6]([CH3:7])=[CH:5][NH:4][N:3]=1.CN(C)[CH:10]=[CH:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=1)=O>C(O)(=O)C>[CH3:7][C:6]1[CH:5]=[N:4][N:3]2[C:12]([C:14]3[CH:15]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:17]=[CH:18][CH:19]=3)=[CH:11][CH:10]=[N:1][C:2]=12

Participants

4

Reactant 2

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenoneHCID 178430915HCID 178430915, compound

Product 1

HCID 233298353-Methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.01 mole of 3-amino-4-methylpyrazole and 0.01 mole of 3-dimethylamino-3'-(trifluoromethyl)acrylophenone in glacial acetic acid is refluxed for 6 hours. The solvent is removed and the residue dissolved in methylene chloride and passed through a column of hydrous magnesium silicate. Concentration of the eluent and addition of hexane gives the product of the example.

Workup

  1. temperatureis refluxed for 6 hours
  2. customThe solvent is removed
  3. dissolutionthe residue dissolved in methylene chloride
  4. additionConcentration of the eluent and addition of hexane
  5. customgives the product of the example

Sources & evidence

ORD record
ord-eefb60e7397b46ddac5f7f0e5bf9e30c
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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