3-(Dimethylamino)-1-[2-(trifluoromethyl)phenyl]prop-2-en-1-one → 7-(alpha,alpha,alpha-Trifluoro-o-tolyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 225248Notes

Reaction equation

HRID 225248 reaction equation
C[N:2]([CH3:17])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14])=O.N[C:19]1[C:23]([C:24]#[N:25])=C[NH:21][N:20]=1>C(O)(=O)C>[F:16][C:13]([F:14])([F:15])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:5]1[N:21]2[N:20]=[CH:19][C:23]([C:24]#[N:25])=[C:17]2[N:2]=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 542598323-(Dimethylamino)-1-[2-(trifluoromethyl)phenyl]prop-2-en-1-oneHCID 178510443HCID 178510443, compound

Product 1

HCID 233298577-(alpha,alpha,alpha-Trifluoro-o-tolyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4.86 g. of 3-dimethylamino-2'-(trifluoromethyl)acrylophenone, 50 ml. of glacial acetic acid and 3.24 g. of 3-aminopyrazole-4-carbonitrile is refluxed for 9 hours and evaporated to a residue. The residue is treated as described in Example 1, giving the desired product, m.p. 195.5°-197° C.

Workup

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

Sources & evidence

ORD record
ord-67d473a8e86040349495943117865886
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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