Nitrogen → 5-Methoxy-1,2,4-triazine-6-methanamine
Reaction equation
N#N.[N:3]([CH2:6][C:7]1[N:12]=[N:11][CH:10]=[N:9][C:8]=1[O:13][CH3:14])=[N+]=[N-]>[Pd].CO>[CH3:14][O:13][C:8]1[N:9]=[CH:10][N:11]=[N:12][C:7]=1[CH2:6][NH2:3]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A flask filled with N2 was charged with 6-(azidomethyl)-5-methoxy-1,2,4-triazine (15.0 g, 0.0903 mol) and Pd/C (10%) (3.20 g) followed by MeOH (480 mL). The suspension was purged with N2. The reaction was then stirred under H2 (1 atm) at rt for 5 h. The inorganics were filtered off, the solvent was removed under reduced pressure to give 1-(5-methoxy-[1,2,4]triazin-6-yl)-methylamine which was used for next step without any further purification.
Workup
- customThe suspension was purged with N2
- filtrationThe inorganics were filtered off
- customthe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-b829347c844845b08b2d6e3fe7dac954
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08481733B2
Reaction notes
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