HCID 23081284, compound → HCID 23081307, compound

HRID 856067Notes

Reaction equation

HRID 856067 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=2)[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[NH:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=2)[C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:20])[CH3:18])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 23081284HCID 23081284, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23081307HCID 23081307, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of tert-butyl N-(1-benzylpiperidin-4-yl)-N-[2-(4-trifluoromethylphenyl)ethyl]carbamate (0.437 g, 0.944 mmol) prepared in Reference Example 120 and 20% palladium hydroxide/carbon (100 mg) in ethanol (20 ml) was stirred at room temperature under an atmospheric pressure of hydrogen. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to afford tert-butyl N-(piperidin-4-yl)-N-[2-(4-trifluoromethylphenyl)ethyl]carbamate (0.332 g, yield 94%) as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2dcc78af1d04498f93c33e92623f1e1b
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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