Hydrogen chloride-ethyl acetate → 1-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester hydrochloride

HRID 448741Notes

Reaction equation

HRID 448741 reaction equation
[ClH:1].C(OCC)(=O)C.[CH3:8][O:9][C:10]([C:12]1([NH:18][C:19]([C:21]2[CH:26]=[CH:25][C:24]([N:27]3[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][CH3:35])[CH2:29][CH2:28]3)=[CH:23][CH:22]=2)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11]>C(OCC)(=O)C>[ClH:1].[CH3:8][O:9][C:10]([C:12]1([NH:18][C:19]([C:21]2[CH:26]=[CH:25][C:24]([N:27]3[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][CH3:35])[CH2:29][CH2:28]3)=[CH:23][CH:22]=2)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 576728301-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester

Product 1

HCID 671820191-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester hydrochlorideYield 66%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1 ml of 4N hydrochloric acid/ethyl acetate solution was added to a solution of 120 mg (0.31 mmol) of 1-[[[4-(4-propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester in 10 ml of ethyl acetate, and the mixture was stirred at room temperature for 30 minutes. The precipitated crystal was collected by filtration to obtain 87 mg (66%) of the title compound.

Workup

  1. filtrationThe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-cf6593ef6b2d4de69d759fd414bbd4b9
Source dataset
uspto-grants-2013_07
Patent number
US08481725B2

Reaction notes

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