HCID 10761696, compound → HCID 10684170, compound

HRID 361832Notes

Reaction equation

HRID 361832 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH3:27])[C:15]2[C:20]([NH:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:19][CH:18]=[C:17]([F:26])[N:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:27][N:14]([CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:15]1[C:20]([NH:21][C:22]([CH3:25])([CH3:23])[CH3:24])=[CH:19][CH:18]=[C:17]([F:26])[N:16]=1

Participants

5

Reactant 2

HCID 10761696HCID 10761696, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10684170HCID 10684170, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-methyl-N-(3-tert-butylamino-6-fluoro-2-pyridinyl)amino]piperidine (EXAMPLE 153, 900 mg, 2.43 mmol) and palladium hydroxide on carbon (350 mg) in 50 ml ethanol is hydrogenated at 40 p.s.i. hydrogen for 24 hrs. Filtration and removal of the solvent gives the title compound, which is used without further purification, NMR (300 MHz, CD3OD) 7.38, 6.61, 3.16-3.27, 2.71-2.79, 2.56, 1.84, 1.61-1.66 and 1.33δ.

Workup

  1. filtrationFiltration and removal of the solvent

Sources & evidence

ORD record
ord-078d2ce2e9c24da0911d04bd02cf6abc
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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