Oxalic Acid → N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-3-methoxy-N-(2-methoxyphenyl)benzamide oxalate

HRID 2522

Reaction equation

HRID 2522 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][CH3:34])[C:17](=[O:26])[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[C:37]([OH:42])(=[O:41])[C:38]([OH:40])=[O:39]>CO>[C:37]([OH:42])(=[O:41])[C:38]([OH:40])=[O:39].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][N:16]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][CH3:34])[C:17](=[O:26])[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)[CH2:12][CH2:13]2)=[O:7])=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 19690003N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-3-methoxy-N-(2-methoxyphenyl)benzamide

Product 1

HCID 19690045N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-3-methoxy-N-(2-methoxyphenyl)benzamide oxalateYield 79.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-3-methoxy-N-(2-methoxyphenyl)benzamide (107 mg, 0.218 mmol) was dissolved in methanol (10 ml) to which was subsequently added oxalic acid (19.7 mg, 0.218 mmol). After 5 minutes of stirring at room temperature, methanol was removed by evaporation, and the resulting residue was solidified in ether (5 ml) and collected by filtration to obtain 100 mg (79.2%) of the title compound in a colorless powder form.

Workup

  1. custommethanol was removed by evaporation
  2. filtrationcollected by filtration

Sources & evidence

ORD record
ord-e34cf84fd5b941c6b9c20c5106e6df70
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

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