Methanol → N,2-dimethylpyrimidin-4-amine

HRID 1924114Notes

Reaction equation

HRID 1924114 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](C=NO)[CH:5]=[CH:4][N:3]=1.CO.[CH2:13]([N:15](CC)CC)C>>[CH3:1][C:2]1[N:7]=[C:6]([NH:15][CH3:13])[CH:5]=[CH:4][N:3]=1

Participants

4

Conditions

Temperature
40 °C

Procedure

An autoclave was charged with 2-methyl-pyrimidine-4-carbaldehyde oxime (13 g) from I.1.2, 150 ml of methanol and 70 ml of triethylamine. The autoclave was purged with nitrogen. To this mixture was added 3 g of a 10% palladium-on-carbon catalyst. The autoclave was sealed and purged twice with hydrogen gas. The hydrogenation was run for 2 h. In doing this, the reaction mixture was warmed up to 40° C. in the meantime. The precipitate was filtered off, washed with methanol to yield the title compound as light red solid (11 g, 94%).

Workup

  1. customThe autoclave was purged with nitrogen
  2. additionTo this mixture was added 3 g of a 10% palladium-on-carbon catalyst
  3. customThe autoclave was sealed
  4. custompurged twice with hydrogen gas
  5. filtrationThe precipitate was filtered off
  6. washwashed with methanol

Sources & evidence

ORD record
ord-3dc1455a303b4770913440a7edbc1cad
Source dataset
uspto-grants-2012_05
Patent number
US08178540B2

Reaction notes

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