2-Methoxycarbamoyl-piperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester → 2-Methoxycarbamoyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 1949595Notes

Reaction equation

HRID 1949595 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10][CH:9]1[C:24](=[O:28])[NH:25][O:26][CH3:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH:9]1[C:24](=[O:28])[NH:25][O:26][CH3:27])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 873210322-Methoxycarbamoyl-piperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 866546262-Methoxycarbamoyl-piperazine-1-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-Methoxycarbamoyl-piperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester (0.23 g, 0.58 mmol) and activated 10 wt. % palladium on carbon (0.048 g) in methanol (8 mL) was stirred vigorously under 40 psi hydrogen atmosphere for 2 hours. The reaction mixture was then filtered through a microglass filter paper and the solid washed abundantly with methanol. The solvent was evaporated in vacuo to yield the title compound.

Workup

  1. filtrationThe reaction mixture was then filtered through a microglass
  2. filtrationfilter paper
  3. washthe solid washed abundantly with methanol
  4. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-bff063de938c4cecb04b6bf321594561
Source dataset
uspto-grants-2013_03
Patent number
US08399681B2

Reaction notes

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