(E)-1-(3,4-dimethoxyphenyl)-3-(dimethylamino)-2-propen-1-one → Ethyl 7-(3,4-dimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

HRID 1447892Notes

Reaction equation

HRID 1447892 reaction equation
C[N:2]([CH3:17])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=1)=O.N[C:19]1[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=C[NH:21][N:20]=1>C(O)(=O)C>[CH3:16][O:15][C:9]1[CH:8]=[C:7]([C:5]2[N:21]3[N:20]=[CH:19][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:17]3[N:2]=[CH:3][CH:4]=2)[CH:12]=[CH:11][C:10]=1[O:13][CH3:14]

Participants

4

Reactant 2

HCID 1481361(E)-1-(3,4-dimethoxyphenyl)-3-(dimethylamino)-2-propen-1-oneHCID 178469928HCID 178469928, compound

Product 1

HCID 11393271Ethyl 7-(3,4-dimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.35 g. of 3-dimethylamino-3',4'-dimethyoxyacrylophenone and ethyl 3-aminopyrazole-4-carboxylate in 25 ml. of glacial acetic acid is refluxed for 20 hours and worked up to give the product, m.p. 148°-149° C.

Workup

  1. additionA mixture of 2.35 g
  2. customto give the product, m.p. 148°-149° C.

Sources & evidence

ORD record
ord-b0a7fa5754fb49b3844443a280d3ad17
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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