2-Methoxy-5-pyridinecarbonitrile → (6-Methoxypyridin-3-yl)methanamine

HRID 1838244Notes

Reaction equation

HRID 1838244 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:9][CH3:10])=[N:7][CH:8]=1)#[N:2].[H][H]>C(O)C.N.[Ni]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([O:9][CH3:10])=[N:7][CH:8]=1

Participants

6

Reactant 2

HCID 27367762-Methoxy-5-pyridinecarbonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 16227379(6-Methoxypyridin-3-yl)methanamine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

A 1.00 g portion of 5-cyano-2-methoxypyridine was dissolved in 30 ml of ethanol and 10 ml of 28% aqueous ammonia, mixed with 1 g of Raney nickel and then stirred at room temperature for 4 hours at atmospheric pressure in a stream of hydrogen. After filtration through celite, the solvent was evaporated to obtain 962 mg of the title compound.

Workup

  1. filtrationAfter filtration through celite
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f778b484bd2e4e73a606a35e2ac76d51
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

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