3-(Dimethylamino)-1-phenyl-2-propen-1-one → 7-Phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 225235Notes

Reaction equation

HRID 225235 reaction equation
[NH2:1][C:2]1[C:6]([C:7]#[N:8])=[CH:5][NH:4][N:3]=1.CN(C)[CH:11]=[CH:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O>C(O)(=O)C>[C:15]1([C:13]2[N:3]3[N:4]=[CH:5][C:6]([C:7]#[N:8])=[C:2]3[N:1]=[CH:11][CH:12]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 3534603-(Dimethylamino)-1-phenyl-2-propen-1-oneHCID 178510443HCID 178510443, compound

Product 1

HCID 14804157-Phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A reaction mixture comprising 4.32 g. of 3-aminopyrazole-4-carbonitrile, 7.0 g. of 3-dimethylaminoacrylophenone and 25 ml. of glacial acetic acid is refluxed for 7 hours. The mixture is evaporated and the residue is treated as described in Example 1, giving the desired product, m.p. 230°-232° C.

Workup

  1. customThe mixture is evaporated
  2. additionthe residue is treated

Sources & evidence

ORD record
ord-763db958ca924e18aeedef56800820ba
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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