3-Hydroxy-3'-(trifluoromethyl)acrylophenone sodium salt → 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine

HRID 1447854Notes

Reaction equation

HRID 1447854 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[Na].O[CH:9]=[CH:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=1)=O>C(O)(=O)C>[F:20][C:19]([F:21])([F:22])[C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:11]2[N:3]3[N:4]=[CH:5][CH:6]=[C:2]3[N:1]=[CH:9][CH:10]=2)[CH:14]=1

Participants

4

Reactant 2

HCID 705903703-Hydroxy-3'-(trifluoromethyl)acrylophenone sodium saltHCID 178418806HCID 178418806, compound

Product 1

HCID 197562037-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.83 g. of 3-aminopyrazole and 2.38 g. of 3-hydroxy-3'-(trifluoromethyl)acrylophenone sodium salt in 25 ml. of glacial acetic acid is refluxed for 15 hours and then concentrated to dryness. The residue is treated as described in Example 1, giving the desired product, m.p. 104°-106° C.

Workup

  1. additionA mixture of 0.83 g
  2. concentrationconcentrated to dryness
  3. additionThe residue is treated

Sources & evidence

ORD record
ord-a19d7b80833947afb6cd9eb14318e03c
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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