HCID 66711152, compound → HCID 66712395, compound

HRID 1262345Notes

Reaction equation

HRID 1262345 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:33])[CH2:15][N:16]2[CH2:21][CH:20]=[C:19]([C:22]3[CH:27]=[CH:26][C:25]([N+:28]([O-])=O)=[C:24]([O:31][CH3:32])[CH:23]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14](=[O:33])[CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([C:22]3[CH:27]=[CH:26][C:25]([NH2:28])=[C:24]([O:31][CH3:32])[CH:23]=3)[CH2:20][CH2:21]2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 66711152HCID 66711152, compound

Product 1

HCID 66712395HCID 66712395, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-{2-[4-(3-Methoxy-4-nitro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-acetyl}-piperazine-1-carboxylic acid tert-butyl ester (250 mg, 0.54 mmol) in methanol (20 mL) was added 10% Palladium on Carbon (50% Wet, 58 mg, 0.027 mmol). The mixture was shaken in a Parr apparatus under an atmosphere of Hydrogen (50 PSI) overnight. Filtration through Celite and evaporation of the solvent provided crude 4-{2-[4-(4-Amino-3-methoxy-phenyl)-piperidin-1-yl]-acetyl}-piperazine-1-carboxylic acid tert-butyl ester, which was used without further purification.

Workup

  1. filtrationFiltration
  2. customthrough Celite and evaporation of the solvent

Sources & evidence

ORD record
ord-7940c7283023470a923a7713687895da
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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