HCID 18440732, compound → HCID 18440731, compound

HRID 457757Notes

Reaction equation

HRID 457757 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][N:7]([CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)[C:8]2=[O:13])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][N:7]([CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)[C:8]2=[O:13]

Participants

4

Reactant 1

HCID 18440732HCID 18440732, compound

Product 1

HCID 18440731HCID 18440731, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

450 mg of Pd/C (10%) are added to a mixture of 2.1 g (5.4 mmol) of tert-butyl 4-[2-(4-nitro-1-oxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-1-piperidinecarboxylate in 25 ml of methanol. The mixture is stirred at atmospheric pressure under an atmosphere of hydrogen for 2 h and, after filtration through Celite, concentrated. The product is purified by column filtration on silica gel (dichloromethane/methanol 9:1).

Workup

  1. filtrationafter filtration through Celite
  2. concentrationconcentrated
  3. filtrationThe product is purified by column filtration on silica gel (dichloromethane/methanol 9:1)

Sources & evidence

ORD record
ord-e5306b37ef544ec193d3581c306f3af1
Source dataset
uspto-grants-2007_03
Patent number
US07189738B2

Reaction notes

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