Ammonia → 1-[4-(Trifluoromethyl)pyridin-3-yl]methanamine

HRID 736991Notes

Reaction equation

HRID 736991 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[C:8]([C:9]#[N:10])=[CH:7][N:6]=[CH:5][CH:4]=1.N>[Ni].C(O)C>[F:11][C:2]([F:1])([F:12])[C:3]1[CH:4]=[CH:5][N:6]=[CH:7][C:8]=1[CH2:9][NH2:10]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 27367434-(trifluoromethyl)nicotinonitrile

Product 1

HCID 35238171-[4-(Trifluoromethyl)pyridin-3-yl]methanamineYield 98%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Add Raney nickel (0.5 g) to a solution of 4-trifluoromethyl-nicotinonitrile (1.0 g, 5.8 mmol) in ethanol saturated with ammonia (20.0 mL) and shake under hydrogen at 500 psi for 1 hour. Filter reaction, concentrate the filtrate, and dry the solid obtained to give the title compound (1.0 g, 98%). MS (ES) 177.0 (M+1)+.

Workup

  1. filtrationFilter
  2. customreaction
  3. concentrationconcentrate the filtrate
  4. customdry the solid
  5. customobtained

Sources & evidence

ORD record
ord-a785a0097be4416db854c3a87708f53f
Source dataset
uspto-grants-2009_09
Patent number
US07595339B2

Reaction notes

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