tert-Butyl 4-(benzylamino)-3,3-difluoropiperidine-1-carboxylate → tert-Butyl 4-amino-3,3-difluoropiperidine-1-carboxylate

HRID 451560Notes

Reaction equation

HRID 451560 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14]CC2C=CC=CC=2)[C:10]([F:23])([F:22])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[C:10]([F:23])([F:22])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 66710726tert-Butyl 4-(benzylamino)-3,3-difluoropiperidine-1-carboxylate

Product 1

HCID 56932105tert-Butyl 4-amino-3,3-difluoropiperidine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 4-benzylamino-3,3-difluoro-piperidine-1-carboxylic acid tert-butyl ester (830 mg, 2.54 mmol), Pd/C (81.2 mg, 76.3 μmol) in MeOH (30 mL) was hydrogenated at room temperature for 14 hours. The catalyst was filtered off, washed thoroughly with MeOH and the solvents were evaporated. The title compound was obtained as colorless oil (601 mg, 100%).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed thoroughly with MeOH
  3. customthe solvents were evaporated

Sources & evidence

ORD record
ord-66d74a7158f648e38ec52602af190b5d
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

Loading…