3-Dimethylamino-3'-methoxyacrylophenone → 7-(m-Methoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1447868Notes

Reaction equation

HRID 1447868 reaction equation
C[N:2]([CH3:15])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)=O.N[C:17]1[C:21]([C:22]#[N:23])=C[NH:19][N:18]=1>C(O)(=O)C>[CH3:14][O:13][C:9]1[CH:8]=[C:7]([C:5]2[N:19]3[N:18]=[CH:17][C:21]([C:22]#[N:23])=[C:15]3[N:2]=[CH:3][CH:4]=2)[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 425737963-Dimethylamino-3'-methoxyacrylophenoneHCID 178510443HCID 178510443, compound

Product 1

HCID 112074377-(m-Methoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6.15 g. of 3-dimethylamino-3'-methoxyacrylophenone and 3.16 g. of 3-aminopyrazole-4-carbonitrile in 50 ml. of glacial acetic acid is refluxed for 15 hours and then cooled. The precipitate is recovered by filtration giving the desired product, m.p. 165°-166° C.

Workup

  1. additionA mixture of 6.15 g
  2. temperaturecooled
  3. filtrationThe precipitate is recovered by filtration

Sources & evidence

ORD record
ord-737b56d9f7e444aab64d47aa8f8911b6
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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