1-benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]piperidine → 1-Benzyl-4-[N-ethyl-N-(3-amino-2-pyridinyl)amino]piperidine

HRID 361856Notes

Reaction equation

HRID 361856 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:24][CH3:25])[C:15]2[C:20]([N+:21]([O-])=O)=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pt]=O>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:24][CH3:25])[C:15]2[C:20]([NH2:21])=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 106648771-benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]piperidine

Product 1

HCID 106627641-Benzyl-4-[N-ethyl-N-(3-amino-2-pyridinyl)amino]piperidine

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]piperidine (EXAMPLE 204, Part A, 1.0 g, 3.05 mmol) is dissolved in ethanol (170 ml) and 0.25 g of platinum oxide is added. The reaction is placed on a Parr hydrogenator at 10 psi for 1 hr and then it is filtered through diatomaceous earth and concentrated under reduced pressure to give the title compound, NMR (300 MHz, CD3OD) 7.52, 7.17, 6.97, 6.79, 3.37, 3.02, 2.94, 2.75, 1.90, 1.60, 1.52 and 0.74δ.

Workup

  1. filtrationit is filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3fb4e4f6a9424d9580dd432c025d8c66
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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