4-Methylpyrimidine-2-carbonitrile → 4-Methyl-2-pyrimidinemethanamine

HRID 2070971Notes

Reaction equation

HRID 2070971 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]#[N:9])[N:3]=1>CO.[OH-].[NH4+].[Ni]>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][NH2:9])[N:3]=1

Participants

5

Reactant 1

HCID 126843244-Methylpyrimidine-2-carbonitrile

Product 1

HCID 187277634-Methyl-2-pyrimidinemethanamine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 14923Ammonium HydroxideSolvent

Procedure

4-methylpyrimidine-2-carbonitrile (450 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-methylpyrimidin-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-9542b12bb237474398505ddd0906d16d
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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