Hydrochloric Acid → 4-amino-5-chloro-2-methoxy-N-((1-(3-oxo-3-phenylpropyl)piperidin-4-yl)methyl)benzamide hydrochloride

HRID 344544Notes

Reaction equation

HRID 344544 reaction equation
Cl.[NH2:2][C:3]1[C:31]([Cl:32])=[CH:30][C:6]([C:7]([NH:9][CH2:10][CH:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]3(OCC[O:26]3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:13][CH2:12]2)=[O:8])=[C:5]([O:33][CH3:34])[CH:4]=1>CO>[ClH:32].[NH2:2][C:3]1[C:31]([Cl:32])=[CH:30][C:6]([C:7]([NH:9][CH2:10][CH:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:15][CH2:16]2)=[O:8])=[C:5]([O:33][CH3:34])[CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 545659284-amino-5-chloro-N-((1-(3,3-ethylenedioxy-3-phenylpropyl)piperidin-4-yl)methyl)-2-methoxybenzamide

Product 1

HCID 700765574-amino-5-chloro-2-methoxy-N-((1-(3-oxo-3-phenylpropyl)piperidin-4-yl)methyl)benzamide hydrochlorideYield 154.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol (40 ml) and 1N hydrochloric acid (100 ml) were added to 4-amino-5-chloro-N-((1-(3,3-ethylenedioxy-3-phenylpropyl)piperidin-4-yl)methyl)-2-methoxybenzamide (8.8 g), and the mixture was stirred at refluxing temperature for 1.5 hr. The reaction mixture was further stirred under ice-cooling for 1 hr, and the precipitated crystals were collected by filtration to give 6.7 g of 4-amino-5-chloro-2-methoxy-N-((1-(3-oxo-3-phenylpropyl)piperidin-4-yl)methyl)benzamide hydrochloride.

Workup

  1. temperatureat refluxing temperature for 1.5 hr
  2. stirringThe reaction mixture was further stirred under ice-
  3. temperaturecooling for 1 hr
  4. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-6740dd178ab34174a8ff479f8c6548dc
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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