4-Methyl-5-nitro-2,3'-bipyridine → 4-Methyl-6-(pyridin-3-yl)pyridin-3-amine
Reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][N:5]=[C:4]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:3]=1.[H][H]>[Pd].CO>[CH3:1][C:2]1[C:7]([NH2:8])=[CH:6][N:5]=[C:4]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 4-methyl-5-nitro-2,3′-bipyridine (215 g, 1 mol), Pd/C (10 g, 10%) and MeOH (1000 mL) was stirred at room temperature for 16 h under 10 atm of hydrogen. After reaction, the mixture was filtered. The filtrate was evaporated at reduced pressure to afford 4-methyl-2,3′-bipyridin-5-amine as a yellow solid (152 g, 82%)
Workup
- customAfter reaction
- filtrationthe mixture was filtered
- customThe filtrate was evaporated at reduced pressure
Sources & evidence
- ORD record
- ord-e0ac3da9f5c349a2bf79d375b9dcf18f
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260425B2
Reaction notes
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