(4-Methoxy-1-piperidinyl)acetonitrile → 2-(4-Methoxy-piperidin-1-yl)-ethylamine

HRID 1669204Notes

Reaction equation

HRID 1669204 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]#[N:11])[CH2:5][CH2:4]1>[Ni].CCO>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][NH2:11])[CH2:5][CH2:4]1

Participants

4

Reactant 1

HCID 43216569(4-Methoxy-1-piperidinyl)acetonitrile

Product 1

HCID 47120352-(4-Methoxy-piperidin-1-yl)-ethylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of nitrile 287 (10.25 g, 66.5 mmol) and Raney Nickel (50% w/w in water, ca. 10 mL) in EtOH (150 mL) and cNH3 (10 mL) was stirred under H2 (60 psi) for 16 h. The mixture was filtered through Celite, washed with EtOH (3×10 mL) and the solvent evaporated to give crude diamine 288 as an oil which was used directly.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washwashed with EtOH (3×10 mL)
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-29404ad964c04ee0b72b23aa1102f881
Source dataset
uspto-grants-2011_08
Patent number
US07989451B2

Reaction notes

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