HCID 57447694, compound → 2-(3-Methoxypiperidin-1-yl)ethan-1-amine

HRID 1669202Notes

Reaction equation

HRID 1669202 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([CH2:9][C:10]#[N:11])[CH2:4]1>[Ni].CCO>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([CH2:9][CH2:10][NH2:11])[CH2:4]1

Participants

4

Reactant 1

HCID 57447694HCID 57447694, compound

Product 1

HCID 541230152-(3-Methoxypiperidin-1-yl)ethan-1-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of nitrile 282 (3.5 g, 22.7 mmol) and Raney Nickel (50% w/w suspension in water, 8 g) in EtOH (100 mL) and cNH3 (10 mL) was stirred under H2 (60 psi) for 22 h. The mixture was filtered through Celite, the solid washed with EtOH (60 mL) and the solvent evaporated to give diamine 283 as a crude colourless oil (3.48 g, 97%) which was used without further purification: HRMS (FAB+) calcd for C8H19N2O (MH+) m/z 159.14974, found 159.14976.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washthe solid washed with EtOH (60 mL)
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-50fe84e1f9884855b5914cd94b0d29a5
Source dataset
uspto-grants-2011_08
Patent number
US07989451B2

Reaction notes

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