Acetic Acid → 3-Cyano-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-2-carboxamide

HRID 1447860Notes

Reaction equation

HRID 1447860 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:30])C>>[C:19]([C:23]1[C:22]([C:26]([NH2:27])=[O:30])=[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 3

HCID 176Acetic AcidHCID 3388303-amino-1H-pyrazole-4,5-dicarbonitrileHCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenone

Product 1

HCID 233298283-Cyano-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-2-carboxamide

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 16 hours and then evaporated. The residue is treated as described in Example 1, giving the desired product, m.p. 236°-238° C.

Workup

  1. additionA mixture of 4.86 g
  2. customevaporated
  3. additionThe residue is treated

Sources & evidence

ORD record
ord-81d27f0f6e7044e882a5a5e7bd1e9e35
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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