HCID 67045806, compound → HCID 58195431, compound

HRID 2203711Notes

Reaction equation

HRID 2203711 reaction equation
C([N:8]1[CH2:13][CH2:12][C@@H:11]([O:14][CH3:15])[C@H:10]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:15][O:14][C@@H:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@H:10]1[NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22]

Participants

5

Reactant 2

HCID 67045806HCID 67045806, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58195431HCID 58195431, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl trans-1-benzyl-4-methoxypiperidin-3-ylcarbamate (1.37 g, 4.28 mmol) and 10% Pd/C (0.46 g, 0.43 mmol) in MeOH (20 mL) was charged with 1 atmosphere hydrogen and stirred at room temperature for 18 hours. The catalyst was removed by filtration and washed with methanol (20 mL). The filtrate was concentrated in vacuo to give tert-butyl trans-4-methoxypiperidin-3-ylcarbamate (0.99 g, 100%) as a solid.

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol (20 mL)
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-3b21098d61444fb699eae0172cc0b9fe
Source dataset
uspto-grants-2016_06
Patent number
US09365568B2

Reaction notes

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