Hydrochloric Acid → 1-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid hydrochloride

HRID 73836Notes

Reaction equation

HRID 73836 reaction equation
[ClH:1].C[O:3][C:4]([C:6]1([NH:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][CH3:29])[CH2:23][CH2:22]3)=[CH:17][CH:16]=2)=[O:14])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5]>>[ClH:1].[CH2:27]([N:24]1[CH2:23][CH2:22][N:21]([C:18]2[CH:17]=[CH:16][C:15]([C:13]([NH:12][C:6]3([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]3)=[O:14])=[CH:20][CH:19]=2)[CH2:26][CH2:25]1)[CH2:28][CH3:29]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 576728301-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester

Product 1

HCID 671808091-[[[4-(4-Propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid hydrochlorideYield 41%

Procedure

3 ml of 4N hydrochloric acid was added to 600 mg (1.55 mmol) of 1-[[[4-(4-propylpiperazin-1-yl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid methyl ester, and the mixture was heated under reflux for 6 hours. The mixture was cooled to room temperature, and the precipitated crystal was collected by filtration to obtain 258 mg (41%) of the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. filtrationthe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-ff6ede7727694ea9bcfc4c511bc502f4
Source dataset
uspto-grants-2014_09
Patent number
US08829209B2

Reaction notes

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