2-(Pyridin-3-yloxy)-benzonitrile → 2-(3-Pyridinyloxy)benzenemethanamine

HRID 2232976Notes

Reaction equation

HRID 2232976 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH:2]=1>N.CO.[Ni]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH2:10][NH2:11])[CH:2]=1

Participants

5

Reactant 1

HCID 431379832-(Pyridin-3-yloxy)-benzonitrile

Product 1

HCID 431448702-(3-Pyridinyloxy)benzenemethanamine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of Example 94A (4.28 g, 21.84 mmol) in 7N NH3 in methanol (200 ml) was added Raney nickel (12 g) under argon atmosphere. The reaction mixture was kept on a shaker under 60 psi H2 atmosphere. After 6 hours at room temperature, the reaction mixture was filtered through a micro pore filter and concentrated to give the title compound. MS (ESI+) m/z 201 (M+H)+.

Workup

  1. filtrationthe reaction mixture was filtered through a micro pore
  2. filtrationfilter
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d7c2994ac78c44c1aa719813a11bb242
Source dataset
uspto-grants-2010_05
Patent number
US07709469B2

Reaction notes

Loading…