HCID 86710208, compound → HCID 67988189, compound

HRID 2168205Notes

Reaction equation

HRID 2168205 reaction equation
[CH3:1][O:2]/[CH:3]=[C:4]1\[CH2:5][N:6]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:8][C:9]\1=[O:10]>CO.[Pd]>[CH3:1][O:2][CH2:3][CH:4]1[C:9](=[O:10])[CH2:8][CH2:7][N:6]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:5]1

Participants

4

Reactant 1

HCID 86710208HCID 86710208, compound

Product 1

HCID 67988189HCID 67988189, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,1-dimethylethyl (3E)-3-[(methyloxy)methylidene]-4-oxo-1-piperidinecarboxylate D30 (1.5 g) was dissolved in methanol (30 ml), and then 5% Pd/C (1 g) was added. The reaction mixture was hydrogenated at atmospheric pressure for 6 hours. Then the Pd/C was removed by filtration and the solution was evaporated in vacuo to afford the desired product D31 as a pale yellow oil in 1.2 g. LCMS [M-56+H] [email protected] min (5 min run)

Workup

  1. customThen the Pd/C was removed by filtration
  2. customthe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-d488572268cf46f9bcd05107af6435b7
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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