1-Benzyl-3-(1-tert-butoxycarbonylaminocyclobutyl)pyrrolidine → tert-Butyl (1-(pyrrolidin-3-yl)cyclobutyl)carbamate

HRID 1457993Notes

Reaction equation

HRID 1457993 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH2:15][CH2:14]2)[CH2:9]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[C:21]([O:20][C:18]([NH:17][C:13]1([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH2:14][CH2:15][CH2:16]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 1

HCID 221004971-Benzyl-3-(1-tert-butoxycarbonylaminocyclobutyl)pyrrolidine

Product 1

HCID 22100504tert-Butyl (1-(pyrrolidin-3-yl)cyclobutyl)carbamate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 525 mg (1.59 mmol) portion of 1-benzyl-3-(1-tert-butoxycarbonylaminocyclobutyl)pyrrolidine (fr. 2) was dissolved in 50.0 ml of ethanol, mixed with 500 mg of 10% palladium-carbon and stirred for 3 hours under a hydrogen pressure of 4 atm with warming by an infrared lamp. After removing the catalyst by filtration, the solvent was evaporated to yield quantitative amount of the title compound.

Workup

  1. temperaturewith warming by an infrared lamp
  2. customAfter removing the catalyst
  3. filtrationby filtration
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d3aec1e0f9cb483da9a30be1509fdfb1
Source dataset
uspto-grants-1998_12
Patent number
US05849757

Reaction notes

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