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

HRID 1627456Notes

Reaction equation

HRID 1627456 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-ab12e1af82f34f1aaca94aed4f4e5f11
Source dataset
uspto-grants-2014_07
Patent number
US08785631B2

Reaction notes

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