Piperazine → HCID 14459477, compound

HRID 1031477Notes

Reaction equation

HRID 1031477 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]([CH3:16])[CH2:11][C:12](=[O:15])[NH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1F.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]([CH3:16])[CH2:11][C:12](=[O:15])[NH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1[N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 144594596-(3,4-Difluorophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

Product 1

HCID 14459477HCID 14459477, compoundYield 54.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.0 g (22.3 mmol) of 6-(3,4-difluorophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone and 19.2 g (222 mmol) of piperazine are stirred at 160° C. for 15 hours. When the reaction mixture has cooled down, it is taken up with 200 ml of dichloromethane and washed with 3×30 ml of water. After drying, the organic phase is concentrated by evaporation and the residue is crystallized with methanol. The solid obtained is suction filtered and recrystallized from ethyl acetate. 3.5 g (54%) of colourless crystals, m.p. 172°-174° C., are obtained.

Workup

  1. temperatureWhen the reaction mixture has cooled down
  2. washwashed with 3×30 ml of water
  3. customAfter drying
  4. concentrationthe organic phase is concentrated by evaporation
  5. customthe residue is crystallized with methanol
  6. customThe solid obtained
  7. filtrationfiltered
  8. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-98d6ad96491b45f4b45f99249944ed8f
Source dataset
uspto-grants-1990_09
Patent number
US04954501

Reaction notes

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