4-Methoxypyrimidine-2-carbonitrile → (4-Methoxypyrimidin-2-yl)methanamine

HRID 2070969Notes

Reaction equation

HRID 2070969 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]#[N:10])[N:4]=1>CO.[OH-].[NH4+].[Ni]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][NH2:10])[N:4]=1

Participants

5

Reactant 1

HCID 132211894-Methoxypyrimidine-2-carbonitrile

Product 1

HCID 59569974(4-Methoxypyrimidin-2-yl)methanamine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 14923Ammonium HydroxideSolvent

Procedure

To 4-methoxypyrimidine-2-carbonitrile (370 mg) in MeOH (5 mL), aqueous ammonium hydroxide (1 mL) and Raney Nickel (catalytic) were added and the reaction mixture was hydrogenated at 55 psi for 2 h. Then the reaction mixture was filtered and solvent evaporated to afford (4-methoxypyrimidin-2-yl)methanamine, which was carried to next step without purification.

Workup

  1. filtrationThen the reaction mixture was filtered
  2. customsolvent evaporated

Sources & evidence

ORD record
ord-96dbed3f826a40d8ae33ac82dd32bb24
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

Loading…