HCID 68564608, compound → HCID 58699967, compound

HRID 970364Notes

Reaction equation

HRID 970364 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][CH2:12][N:11]([C@@H](C2C=CC=CC=2)C)[C@H:10]([C:22]([F:25])([F:24])[F:23])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][CH2:12][NH:11][C@H:10]([C:22]([F:23])([F:24])[F:25])[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68564608HCID 68564608, compound

Product 1

HCID 58699967HCID 58699967, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The major diastereomer ([1-(R)-Phenylethyl]-(2S,4S)-2-(trifluoromethyl)piperidin-4-yl)carbamic acid tert-butyl ester, from step (d), is dissolved in ethanol and a catalytic amount of 10% Pd/C is added. The reaction is shaken under H2 (50 psi) on a Parr hydrogenator apparatus. After 6 hrs the mixture is filtered through celite® filter medium, and the filter pad is washed with ethanol. The filtrate is concentrated under vacuum to give the title compound.

Workup

  1. filtrationAfter 6 hrs the mixture is filtered through celite®
  2. filtrationfilter medium
  3. washthe filter pad is washed with ethanol
  4. concentrationThe filtrate is concentrated under vacuum

Sources & evidence

ORD record
ord-567b9da12f914f469617ca00b52c5653
Source dataset
uspto-grants-2007_12
Patent number
US07312212B2

Reaction notes

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