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1-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidine → HCID 54076407, compound

HRID 361868
Notes
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Reaction equation

HRID 361868 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([CH2:25][CH3:26])[C:16]2[C:21]([N+:22]([O-])=O)=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.[Pt]=O>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([CH2:25][CH3:26])[C:16]2[C:21]([NH2:22])=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 573076871-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidine

Product 1

HCID 54076407HCID 54076407, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)Catalyst2×HCID 8028TetrahydrofuranSolvent

Procedure

1-Benzyl-4-[(N-ethyl-N-(3-nitro-2-pyridinyl)amino)methyl]piperidine (EXAMPLE 262, 4.70 g) is dissolved in 40 ml of THF and 1.7 g of platinum oxide is added and the reaction is placed on a Parr hydrogenator at 10 psi for 1 hr. Then a further 800 mg of platinum oxide is added and the reaction hydrogenated another hour. Then it is filtered through celite and concentrated under reduced pressure to provide the title compound.

Workup

  1. waitthe reaction hydrogenated another hour
  2. filtrationThen it is filtered through celite and
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dffffb50f5d1482ea53f7750fd416762
Source dataset
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05866589

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes