Hydrochloric Acid → 5-(4-Quinoline-2-ylpiperazin-1-yl)hexanoic acid

HRID 1714787Notes

Reaction equation

HRID 1714787 reaction equation
[OH-].[Na+].[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[N:13]1[CH2:18][CH2:17][N:16]([CH:19]([CH3:27])[CH2:20][CH2:21][CH2:22][C:23]([O:25]C)=[O:24])[CH2:15][CH2:14]1.Cl>C(O)C>[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[N:13]1[CH2:14][CH2:15][N:16]([CH:19]([CH3:27])[CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23155655Methyl 5-(4-quinolin-2-ylpiperazin-1-yl)hexanoate

Product 1

HCID 231559185-(4-Quinoline-2-ylpiperazin-1-yl)hexanoic acidYield 89.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 10 ml of 1N sodium hydroxide:ethanol=1:1 solution, 850 mg of methyl 5-(4-quinolin-2-ylpiperazin-1-yl)hexanoate as synthesized in above Step 7-14-B was added and heated under reflux for an hour. Cooling the system, 2N hydrochloric acid was added to make the pH7, and the precipitate was recovered by filtration and dried to provide 728 mg (89%) of 5-(4-quinoline-2-ylpiperazin-1-yl)hexanoic acid.

Workup

  1. additionwas added
  2. temperatureheated
  3. temperatureunder reflux for an hour
  4. additionwas added
  5. filtrationthe precipitate was recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-73ec2f9a360343ac864df29121ac3fce
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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