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Ethyl [(1'-benzyl-[1,4']bipiperidinyl-4-yl)-tert-butoxycarbonyl-amino]-acetate → Ethyl([1,4']bipiperidinyl-4-yl-tert-butoxycarbonyl-amino)-acetate

HRID 2106505
Notes
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Reaction equation

HRID 2106505 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:19][CH2:18][CH:17]([N:20]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CCO.[Pd]>[CH2:32]([O:31][C:29](=[O:30])[CH2:28][N:20]([CH:17]1[CH2:18][CH2:19][N:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH2:15][CH2:16]1)[C:21]([O:23][C:24]([CH3:27])([CH3:25])[CH3:26])=[O:22])[CH3:33]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 86650915Ethyl [(1'-benzyl-[1,4']bipiperidinyl-4-yl)-tert-butoxycarbonyl-amino]-acetateHCID 178418361HCID 178418361, compound

Product 1

HCID 57807378Ethyl([1,4']bipiperidinyl-4-yl-tert-butoxycarbonyl-amino)-acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 1.30 g (2.83 mmol) ethyl [(1′-benzyl-[1,4′]bipiperidinyl-4-yl)-tert-butoxycarbonyl-amino]-acetate and 0.16 g 10% Pd/C in 25 mL EtOH was hydrogenated for 5 h at 50° C. and 50 psi hydrogen pressure. The catalyst was removed by suction filtering and the filtrate was evaporated to dryness. The product was obtained as a colourless oil, which was reacted further without purification.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. customthe filtrate was evaporated to dryness
  4. customThe product was obtained as a colourless oil, which
  5. customwas reacted further without purification

Sources & evidence

ORD record
ord-602de2b60ea7489b88ca393ae8c5ca97
Source dataset
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07579341B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes