HCID 68818466, compound → HCID 68816947, compound

HRID 734329Notes

Reaction equation

HRID 734329 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]2)=[O:18])[C@@H:13]([CH3:32])[CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[C:28]([O:27][C:25]([N:22]1[CH2:21][CH2:20][CH:19]([C:17]([N:14]2[CH2:15][CH2:16][NH:11][CH2:12][C@@H:13]2[CH3:32])=[O:18])[CH2:24][CH2:23]1)=[O:26])([CH3:31])([CH3:29])[CH3:30]

Participants

4

Reactant 1

HCID 68818466HCID 68818466, compound

Product 1

HCID 68816947HCID 68816947, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(S)-1-Benzyloxycarbonyl-4-[1-(tert-butoxycarbonyl)-piperidine-4-carbonyl]-3-methylpiperazine (D20)(0.38 g) was dissolved in ethanol (10 ml) and hydrogenated at atmospheric pressure over 10% Palladium on charcoal (10% water paste, catalytic quantity). After 16 h the catalyst was removed by filtration and the filtrate was evaporated to give the title compound (D21) as a white powder (0.26 g).

Workup

  1. customAfter 16 h the catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-2e9a9a5277884822959954329a80593d
Source dataset
uspto-grants-2009_09
Patent number
US07592347B2

Reaction notes

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