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

HRID 1457992Notes

Reaction equation

HRID 1457992 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)carbamateYield 88%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 212 mg (0.65 mmol) portion of 1-benzyl-3-(1-tert-butoxycarbonylaminocyclobutyl)pyrrolidine (fr. 1) was dissolved in 20.0 ml of ethanol, mixed with 200 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 136 mg (88%) 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-915f1b3b18774d4780febebddef1a7c8
Source dataset
uspto-grants-1998_12
Patent number
US05849757

Reaction notes

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