Ethanol → 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 225234

Reaction equation

HRID 225234 reaction equation
[NH2:1][C:2]1[C:6]([C:7]#[N:8])=[CH:5][NH:4][N:3]=1.C(O)(=O)C.O[CH:14]=[CH:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)=O.C(O)C>C(Cl)Cl>[F:25][C:24]([F:26])([F:27])[C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([C:16]2[N:3]3[N:4]=[CH:5][C:6]([C:7]#[N:8])=[C:2]3[N:1]=[CH:14][CH:15]=2)[CH:19]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 704778283-Hydroxy-3'-(trifluoromethyl)acrylophenone acetateHCID 178510443HCID 178510443, compound

Product 1

HCID 27410147-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.54 g. of 3-aminopyrazole-4-carbonitrile and 1.29 g. of 3-hydroxy-3'-(trifluoromethyl)acrylophenone acetate in 25 ml. of absolute ethanol is refluxed for 15 hours. The mixture is cooled and filtered giving a solid which is dissolved in methylene chloride and treated as described in Example 1, giving the desired product, m.p. 141°-142.5° C.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. customgiving a solid which
  4. additiontreated

Sources & evidence

ORD record
ord-7cae09b9299f47068f26eaf2f18eca43
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Linked notes

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