Pyrazole, 3-amino-4-cyano-5-ethyl- → 2-Ethyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1447871Notes

Reaction equation

HRID 1447871 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]([CH2:26][CH3:27])[NH:21][N:20]=1>C(O)(=O)C>[CH2:26]([C:22]1[C:23]([C:19]#[N:18])=[C:17]2[N:2]=[CH:3][CH:4]=[C:5]([C:7]3[CH:8]=[C:9]([C:13]([F:14])([F:15])[F:16])[CH:10]=[CH:11][CH:12]=3)[N:20]2[N:21]=1)[CH3:27]

Participants

4

Reactant 2

HCID 114021Pyrazole, 3-amino-4-cyano-5-ethyl-HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenone

Product 1

HCID 233298372-Ethyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 7.29 g. of 3-dimethylamino-3'-(trifluoromethyl)acrylophenone and 4.08 g. of 3-amino-5-ethylpyrazole-4-carbonitrile in 25 ml. of glacial acetic acid is refluxed for 15 hours and then evaporated to a residue. This residue is treated as described in Example 1, giving the desired product, m.p. 144°-146° C.

Workup

  1. additionA mixture of 7.29 g
  2. customevaporated to a residue
  3. additionThis residue is treated

Sources & evidence

ORD record
ord-c7d2a74a81d74368a73111bfd738e115
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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