Ethyl Acetoacetate → HCID 178429163, compound

HRID 432616Notes

Reaction equation

HRID 432616 reaction equation
[NH2:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[Cl:14])=[CH:5][NH:4][N:3]=1.[C:15](OCC)(=[O:20])[CH2:16][C:17]([CH3:19])=O>O1CCOCC1>[Cl:14][C:8]1[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:7]=1[C:6]1[CH:5]=[N:4][N:3]2[C:15]([OH:20])=[CH:16][C:17]([CH3:19])=[N:1][C:2]=12

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 178509249HCID 178509249, compound

Product 1

HCID 178429163HCID 178429163, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-Amino-4-(2,4-dichlorophenyl)pyrazole and ethyl acetoacetate (2 equivalents) were dissolved in dioxane and heated under reflux overnight. The mixture was concentrated in vacuo and diluted with ethyl acetate. An off-white solid formed after 2 days standing was collected by vacuum filtration, yielding 3-(2,4-dichlorophenyl)-5-methyl-7-hydroxypyrazolo[2,3-a]pyrimidine (intermediate 1).

Workup

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. concentrationThe mixture was concentrated in vacuo
  4. additiondiluted with ethyl acetate
  5. customAn off-white solid formed after 2 days
  6. filtrationstanding was collected by vacuum filtration

Sources & evidence

ORD record
ord-eeaee20e40b9457ca4231917ba56bfea
Source dataset
uspto-grants-2003_12
Patent number
US06664261B2

Reaction notes

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