benzyl (2R)-2-(dimethylcarbamoyl)pyrrolidine-1-carboxylate → (2R)-N,N-dimethylpyrrolidine-2-carboxamide

HRID 424662Notes

Reaction equation

HRID 424662 reaction equation
C(OC([N:11]1[CH2:20][CH2:19][CH2:18][C@@H:12]1[C:13]([N:15]([CH3:17])[CH3:16])=[O:14])=O)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].CO>[CH3:16][N:15]([CH3:17])[C:13](=[O:14])[C@H:12]1[CH2:18][CH2:19][CH2:20][NH:11]1

Participants

4

Reactant 1

HCID 66701933benzyl (2R)-2-(dimethylcarbamoyl)pyrrolidine-1-carboxylate

Product 1

HCID 7021808(2R)-N,N-dimethylpyrrolidine-2-carboxamide

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To the subtitle compound of step i) (4.45 g) was added palladium hydroxide (0.20 g) and methanol (50 ml). The mixture was stirred under a hydrogen atmosphere (4 bar) at room temperature for 3 h before the catalyst was filtered through celite and the solvent was evaporated to afford the subtitle compound as a solid. Yield: 2.25 g.

Workup

  1. filtrationwas filtered through celite
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9eb82b4e056e41f5b7f2a25294e518ca
Source dataset
uspto-grants-2012_01
Patent number
US08106063B2

Reaction notes

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