Benzhydrylpiperazine → HCID 10071310, compound

HRID 1032964Notes

Reaction equation

HRID 1032964 reaction equation
[C:1]([NH:5][C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:7]=1[OH:13])(=[O:4])[CH:2]=[CH2:3].[CH:14]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[CH:14]([N:27]1[CH2:32][CH2:31][N:30]([CH2:3][CH2:2][C:1]([NH:5][C:6]2[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:7]=2[OH:13])=[O:4])[CH2:29][CH2:28]1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 70048BenzhydrylpiperazineHCID 19026965HCID 19026965, compound

Product 1

HCID 10071310HCID 10071310, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound (1) (1.52 g, 8.58 mmol) and 1-benzhydrylpiperazine (4.33 g, 17.2 mmol) in ethanol (14 ml) was heated under reflux for 3 hours. The solvent was distilled off from the reaction mixture, water was added to the residue, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel to give a colorless glassy substance (2). Yield 3.47 g (94%).

Workup

  1. temperatureunder reflux for 3 hours
  2. distillationThe solvent was distilled off from the reaction mixture, water
  3. additionwas added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-69308e43e0644c08a6063ba6e476d5e6
Source dataset
uspto-grants-1994_05
Patent number
US05308840

Reaction notes

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