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

HRID 73835Notes

Reaction equation

HRID 73835 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-0729de170b934248a23959806a4bdd51
Source dataset
uspto-grants-2014_09
Patent number
US08829209B2

Reaction notes

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