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

HRID 225240Notes

Reaction equation

HRID 225240 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 is 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-736b64bffae943cfa6e8536e970cf317
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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