Maleic Acid → 4-Amino-N-[2-(4-benzoylpiperidino)ethyl]-N-(3-pyridyl)benzamide maleate

HRID 2527

Reaction equation

HRID 2527 reaction equation
[NH2:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([N:8]([CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([C:23](=[O:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:19][CH2:18]2)[C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[O:7])=[CH:4][CH:3]=1.[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37]>C(O)C>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]([CH2:15][CH2:16][N:17]2[CH2:18][CH2:19][CH:20]([C:23](=[O:30])[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:21][CH2:22]2)[C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[O:7])=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 98888325-HT2A antagonist 1

Product 1

HCID 676729174-Amino-N-[2-(4-benzoylpiperidino)ethyl]-N-(3-pyridyl)benzamide maleateYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4-Amino-N-[2-(4-benzoylpiperidino)ethyl]-N-(3-pyridyl)benzamide (3.00 g, 7.00 mmol) was dissolved in ethanol (10.0 ml) to which was subsequently added a ethanol solution (20.0 ml) of maleic acid (812.0 mg, 7.00 mmol) at room temperature, and then stirred. After the solvent was removed by evaporation, the thus precipitated crystals were collected by filtration and washed with ether, and then purified by recrystallization from ethanol-water mixed solution to obtain 2.476 g (65%) of the title compound in a colorless powder form.

Workup

  1. customAfter the solvent was removed by evaporation
  2. filtrationthe thus precipitated crystals were collected by filtration
  3. washwashed with ether
  4. custompurified by recrystallization from ethanol-water mixed solution

Sources & evidence

ORD record
ord-5dbd58a197604caab9440bf88042ff6e
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

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