Methyl acetoacetate → HCID 178429157, compound

HRID 480397Notes

Reaction equation

HRID 480397 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([NH2:12])[NH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[O:14][C:15](=O)[CH2:16][C:17](=O)[CH3:18]>C(O)(=O)C>[CH3:18][C:17]1[CH:16]=[C:15]([OH:14])[N:10]2[N:11]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:8]=[C:9]2[N:12]=1

Participants

4

Reactant 2

HCID 7757Methyl acetoacetateHCID 1366553-Amino-5-phenylpyrazole

Product 1

HCID 178429157HCID 178429157, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 5-phenyl-2H-pyrazol-3-ylamine (9.18 g, 57.6 mmol) and 3-oxo-butyric acid methyl ester (9.33 mL, 86.5 mmol) in acetic acid (70 ml) was refluxed for 28 hrs. The reaction mixture was then allowed to cool, filtered, and the precipitated solid washed with acetic acid and dried in vacuo to afford 5-methyl-2-phenyl-pyrazolo[1,5-a]pyrimidin-7-ol as a white solid (11.86 g; 85%) MS m/z @ 242 (m+1).

Workup

  1. temperatureto cool
  2. filtrationfiltered
  3. washthe precipitated solid washed with acetic acid
  4. customdried in vacuo

Sources & evidence

ORD record
ord-252c08bb63634ee8bf4e32c50799d6f9
Source dataset
uspto-grants-2003_11
Patent number
US06649759B2

Reaction notes

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