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

HRID 361842Notes

Reaction equation

HRID 361842 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.[H][H]>[Pd].C(O)C>[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

Participants

5

Reactant 2

HCID 573076871-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 54076407HCID 54076407, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidine (EXAMPLE 176, 9.8 g, 27.6 mmol) and 10% palladium on carbon (3 g) in ethanol (250 ml) are hydrogenated at 40 p.s.i. hydrogen for one hr. Filtration and evaporation of the solvent gives the title compound, NMR (300 MHz, CD3OD) 7.60, 7.28, 7.05, 6.86, 3.46, 3.01, 2.84, 1.90, 1.70, 1.40, 1.19 and 1.0δ.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-b83de1a784e74b9aba486a257acdec64
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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