HCID 69018910, compound → HCID 69017599, compound

HRID 746912Notes

Reaction equation

HRID 746912 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-c48ce15a73be4c0da230f154354cfea9
Source dataset
uspto-grants-2008_07
Patent number
US07393957B2

Reaction notes

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