1-[(2-Methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-methylphenyl)-1-ethenyl]piperidine → 1-[(2-Methoxy-3-pyridinyl)methyl]-4-[2-(2-methylphenyl)ethyl]piperidine

HRID 1837766Notes

Reaction equation

HRID 1837766 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13](/[CH:16]=[CH:17]/[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH3:24])[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1.[H][H]>C(O)C.[C].[Pd]>[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH3:24])[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 226784061-[(2-Methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-methylphenyl)-1-ethenyl]piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 226784831-[(2-Methoxy-3-pyridinyl)methyl]-4-[2-(2-methylphenyl)ethyl]piperidineYield 97.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In ethanol (10 ml) was dissolved 473 mg of 1-[(2-methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-methylphenyl)-1-ethenyl]piperidine. To the mixture was added 100 mg of 10% palladium-carbon powder (water-containing product) was added thereto, followed by stirring at room temperature under normal pressure overnight in a hydrogen atmosphere for 1.5 hours. The reaction solution was filtered, and then the filtrate was evaporated, to give 465 mg of the title compound as a colorless oil.

Workup

  1. additionwas added
  2. filtrationThe reaction solution was filtered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-76dd045ba00b4a7e8ea083a1405ac174
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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