1-Tert-butoxycarbonyl-4-(1-phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridine → tert-Butyl 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-piperidine-1-carboxylate

HRID 2267152Notes

Reaction equation

HRID 2267152 reaction equation
[C:1]1([N:7]2[CH:11]=[C:10]([C:12]3[CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH:17]=3)[N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>C(O)C.[OH-].[Pd+2].[OH-]>[C:1]1([N:7]2[CH:11]=[C:10]([CH:12]3[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]3)[N:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 197052921-Tert-butoxycarbonyl-4-(1-phenyl-1,2,3-triazol-4-yl)-1,2,3,6-tetrahydropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 54072376tert-Butyl 4-(1-phenyl-1H-[1,2,3]triazol-4-yl)-piperidine-1-carboxylateYield 99.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 4-[1-phenyl-1H-[1,2,3]triazol-4-yl]-1,2,3,6-tetrahydropyridine-1-carboxylate (5 mg) was dissolved in 1 ml of ethanol, a catalytic amount of 20% palladium hydroxide was added and the mixture was vigorously stirred for 30 minutes in a hydrogen atmosphere. The reaction solution was filtered through Celite. The solvent was evaporated from the resulting filtrate to give 5 mg of the title compound as a white solid.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. customThe solvent was evaporated from the resulting filtrate

Sources & evidence

ORD record
ord-a4e806da0b1f4917a7aea25f4445f338
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

Loading…