1-(Pyridin-4-yl)piperidine-4-carbamic acid benzyl ester → 1-(Pyridin-4-yl)piperidin-4-amine

HRID 412623Notes

Reaction equation

HRID 412623 reaction equation
C(OC(=O)[NH:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[CH2:13][CH2:12]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[NH2:10][CH:11]1[CH2:12][CH2:13][N:14]([C:17]2[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=2)[CH2:15][CH2:16]1

Participants

4

Reactant 1

HCID 600641081-(Pyridin-4-yl)piperidine-4-carbamic acid benzyl ester

Product 1

HCID 189186081-(Pyridin-4-yl)piperidin-4-amineYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1-(Pyridin-4-yl)piperidine-4-carbamic acid benzyl ester (9.46 g) was hydrogenated using 7.5% palladium carbon (3.57 g) in ethanol (95 ml) solution at 3 atm over 3 hours. After completion of the reaction, the reaction mixture was filtered through celite, and the solvent was evaporated and the residue was dried under reduced pressure to give the title compound (5.38 g).

Workup

  1. customover 3 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered through celite
  4. customthe solvent was evaporated
  5. customthe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-8d081c17604143c885296a33b2179a5f
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

Loading…