HCID 59463580, compound → HCID 57420583, compound

HRID 1713144Notes

Reaction equation

HRID 1713144 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])(C(OCC2C=CC=CC=2)=O)[C:10](=[O:30])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CCOC(C)=O.[Pd]>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:10](=[O:30])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 59463580HCID 59463580, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57420583HCID 57420583, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of benzyl 1-benzyl-4-(2-ethoxy-2-oxoethyl)-3-oxopiperidine-4-carboxylate (18.5 g, 45.2 mmol) and 10% palladium-on-carbon (1.5 g) in EtOAc (50 ml) is treated with 15 psi of hydrogen for 2 hours. The reaction mixture is filtered through a celite pad, washing with EtOAc (100 ml). The combined filtrate is concentrated in vacuo to afford the title compound.

Workup

  1. filtrationThe reaction mixture is filtered through a celite pad
  2. washwashing with EtOAc (100 ml)
  3. concentrationThe combined filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-3bdc0d9aed9043228380eef5c6e6e6a7
Source dataset
uspto-grants-2010_09
Patent number
US07795262B2

Reaction notes

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