Acetic Acid → HCID 21200233, compound

HRID 1066567Notes

Reaction equation

HRID 1066567 reaction equation
C[O:2][C:3](=[O:29])[CH:4]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[CH2:5][C:6](=[O:19])[N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[CH2:9][CH2:8]1.[OH-].[Na+].C(O)(=O)C>CO>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][CH:4]([CH2:5][C:6](=[O:19])[N:7]2[CH2:8][CH2:9][N:10]([C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)[CH2:11][CH2:12]2)[C:3]([OH:29])=[O:2])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 54076201HCID 54076201, compound

Product 1

HCID 21200233HCID 21200233, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(4-methoxybenzyl)-4-oxo-4-(4-pyridin-4-ylpiperazin-1-yl)butanoic acid methyl ester (3.94 g) in methanol (30 ml) was added 2N sodium hydroxide (12 ml) and the solution was stirred for 6 hours. To the solution was added acetic acid (1.5 ml) and the reaction solution was concentrated. The concentrate was purified by CHP-20 column chromatography (H2O→30% acetonitrile aqueous solution) and recrystallized with acetone to give the titled compound (3.49 g) as a colorless crystal.

Workup

  1. concentrationthe reaction solution was concentrated
  2. customThe concentrate was purified by CHP-20 column chromatography (H2O→30% acetonitrile aqueous solution)
  3. customrecrystallized with acetone

Sources & evidence

ORD record
ord-c4bdb45bd2c24ed18aa46edf0d231777
Source dataset
uspto-grants-2001_06
Patent number
US06242600B1

Reaction notes

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