Phenylmethyl 4-{[N-(2,6-dimethylphenyl)carbamoyl]methyl}-3-oxopiperazinecarboxylate → N-(2,6-dimethylphenyl)-2-(2-oxopiperazinyl)-acetamide

HRID 22712Notes

Reaction equation

HRID 22712 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([CH2:12][N:13]1[CH2:18][CH2:17][N:16](C(OCC2C=CC=CC=2)=O)[CH2:15][C:14]1=[O:29])=[O:11].[H][H]>CO>[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[NH:9][C:10](=[O:11])[CH2:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][C:14]1=[O:29]

Participants

4

Reactant 2

HCID 22591628Phenylmethyl 4-{[N-(2,6-dimethylphenyl)carbamoyl]methyl}-3-oxopiperazinecarboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 22591629N-(2,6-dimethylphenyl)-2-(2-oxopiperazinyl)-acetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of compound 31 in methanol (10 mL) 10% palladium on carbon was added. The reaction vessel was charged with hydrogen (40 p.s.i) and agitated for 4 h. The catalyst was removed by filtration and the filtrate was concentrated and purified using column chromatography (1:15 MeOH:DCM) to yield compound 32 as a semi solid.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. custompurified

Sources & evidence

ORD record
ord-4ce1d534c97d41de9f8f32b8504fdead
Source dataset
uspto-grants-2005_02
Patent number
US06849632B2

Reaction notes

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