Formaldehyde → 1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(2-pyrimidinyl)-1-piperazinyl]-1-propanone dihydrochloride

HRID 1458987Notes

Reaction equation

HRID 1458987 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]=1[CH3:9])(=[O:3])[CH3:2].[ClH:16].Cl.[N:18]1[CH:23]=[CH:22][CH:21]=[N:20][C:19]=1[N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.[CH2:30]=O>C(O)C>[ClH:16].[ClH:16].[CH3:9][C:8]1[N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:6]=[CH:5][C:4]=1[C:1](=[O:3])[CH2:2][CH2:30][N:27]1[CH2:28][CH2:29][N:24]([C:19]2[N:20]=[CH:21][CH:22]=[CH:23][N:18]=2)[CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 116802722-Piperazinylpyrimidine dihydrochlorideHCID 154563751-(2-Pyrimidinyl)-4-acetyl-5-methylpyrazole

Product 1

HCID 220973311-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(2-pyrimidinyl)-1-piperazinyl]-1-propanone dihydrochlorideYield 72.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

404 mg of 4-acetyl-1-(2-pyrimidinyl)-5-methylpyrazole and 474 mg of 1-(2-pyrimidinyl)piperazine dihydrochloride were dissolved in 15 ml of ethanol and heated under reflux for 23 hours. During this period, 900 mg of paraformaldehyde was added thereto in portions. The reaction mixture was cooled, and the precipitate thus formed was taken up by filtration and washed with methanol. Thus 327 mg of the title compound was obtained in the form of a colorless solid product.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 23 hours
  3. waitDuring this period
  4. temperatureThe reaction mixture was cooled
  5. customthe precipitate thus formed
  6. filtrationwas taken up by filtration
  7. washwashed with methanol

Sources & evidence

ORD record
ord-58aca48c15624eeebad57800e9db96ab
Source dataset
uspto-grants-1998_12
Patent number
US05852019

Reaction notes

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