Ethyl Acetate → N,N-diethyl-3-pyrrolidinecarboxamide

HRID 523949Notes

Reaction equation

HRID 523949 reaction equation
[CH2:1]([N:3]([CH2:21][CH3:22])[C:4]([CH:6]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7]1)=[O:5])[CH3:2].C(OCC)(=O)C>C(O)C.[C].[Pd]>[CH2:21]([N:3]([CH2:1][CH3:2])[C:4]([CH:6]1[CH2:10][CH2:9][NH:8][CH2:7]1)=[O:5])[CH3:22]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 86730098HCID 86730098, compound

Product 1

HCID 58624450N,N-diethyl-3-pyrrolidinecarboxamide

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

The compound prepared in Example 31 (556 mg) was dissolved in ethanol (10 mL) and ethyl acetate (20 mL) and added with 5% palladium carbon (100 mg) and the reaction solution was stirred under a hydrogen atmosphere at room temperature for 8 hours. The reaction solution was filtered with celite and the solvent was distilled off to give the titled compound having the following physical properties. The resulting titled compound was used for the next reaction without further purification.

Workup

  1. filtrationThe reaction solution was filtered with celite
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-8ef8e52b18eb4d10b0063b8a45e16462
Source dataset
uspto-grants-2016_05
Patent number
US09340499B2

Reaction notes

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