3-amino-1H-pyrazole-4,5-dicarbonitrile → 3-Cyano-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo-[1,5-a]pyrimidine-2-carbonitrile

HRID 1447882Notes

Reaction equation

HRID 1447882 reaction equation
C[N:2]([CH3:17])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)=O.[NH2:18][C:19]1[C:23](C#N)=[C:22]([C:26]#[N:27])[NH:21][N:20]=1>C(O)(=O)C>[C:19]([C:23]1[C:22]([C:26]#[N:27])=[N:21][N:20]2[C:5]([C:7]3[CH:8]=[C:9]([C:13]([F:14])([F:15])[F:16])[CH:10]=[CH:11][CH:12]=3)=[CH:4][CH:3]=[N:2][C:17]=12)#[N:18]

Participants

4

Reactant 2

HCID 3388303-amino-1H-pyrazole-4,5-dicarbonitrileHCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenone

Product 1

HCID 113704003-Cyano-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo-[1,5-a]pyrimidine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4.86 g. of 3-dimethylamino-3'-(trifluoromethyl)acrylophenone, 50 ml. of glacial acetic acid and 2.66 g. of 3-aminopyrazole-4,5-dicarbonitrile is refluxed for 10 hours and the solvent removed under reduced pressure. The residue is treated with trifluoroacetic anhydride to give the product of the example. cl EXAMPLE 44

Workup

  1. additionA mixture of 4.86 g
  2. customthe solvent removed under reduced pressure
  3. additionThe residue is treated with trifluoroacetic anhydride
  4. customto give the product of the example

Sources & evidence

ORD record
ord-3be5e32ab22c44608da2087ba1faac10
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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