HCID 67533000, compound → HCID 11587354, compound

HRID 1878957Notes

Reaction equation

HRID 1878957 reaction equation
[F:1][C:2]1[C:3]([C:17]([F:20])([F:19])[F:18])=[C:4]([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH3:16])[CH2:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1>C(O)C.[Ni]>[F:1][C:2]1[C:3]([C:17]([F:20])([F:18])[F:19])=[C:4]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH3:16])[CH2:12][CH2:13]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67533000HCID 67533000, compound

Product 1

HCID 11587354HCID 11587354, compoundYield 77.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-[3-fluoro-2-(trifluoromethyl)phenyl]-1-propyl-1,2,3,6-tetrahydro pyridine (1.73 g, 6.0 mmol) in ethanol (30 ml) was added Raney nickel (slurry in water, 10 ml) and the reaction mixture was hydrogenated under hydrogen (50 psi) for 2 days. Filtration through a pad of celite and evaporation of the filtrate gave 1.35 g of crude product. MS m/z (relative intensity, 70 eV) 289 (M+, 4), 261 (16), 260 (bp), 176 (6) 70 (20).

Workup

  1. filtrationFiltration
  2. customthrough a pad of celite and evaporation of the filtrate

Sources & evidence

ORD record
ord-51be918f78004773ad8fe44821867d7d
Source dataset
uspto-grants-2012_11
Patent number
US08314126B2

Reaction notes

Loading…