HCID 69018910, compound → HCID 69017599, compound

HRID 1063345Notes

Reaction equation

HRID 1063345 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][N:12](CC2C=CC=CC=2)[CH2:11][C@H:10]1[CH3:22])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][NH:12][CH2:11][C@H:10]1[CH3:22])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 69018910HCID 69018910, compound

Product 1

HCID 69017599HCID 69017599, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

cis-4-t-Butyloxycarbonylamino-1-benzyl-3-methylpiperidine(13 g, 0.042 mol) was dissolved in 170 ml methanol and transferred to the Parr pressure reactor after addition of 1.3 g of Pd(OH)2 on carbon. The rqcytoion mixture stirred for 6 hrs at 400 psi pressure at 50° C. Catalyst was removed by filtration and eavaporation of the solvent afforded 8.7 g (95%) of titled compound.

Workup

  1. customCatalyst was removed by filtration and eavaporation of the solvent

Sources & evidence

ORD record
ord-269dc10d832b4637ac50c0ce7e8a28df
Source dataset
uspto-grants-2005_11
Patent number
US06964966B2

Reaction notes

Loading…