Ammonium Chloride → 5-Bromo-2-methylpyridin-3-amine
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-])=O)[C:5]([CH3:8])=[N:6][CH:7]=1.[Cl-].[NH4+]>[Fe].C(O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([CH3:8])=[N:6][CH:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 5-bromo-2-methyl-3-nitropyridine (8.0 g, 37 mmol) in 4:1 ethanol/water (250 mL) was added iron (16.5 g, 295 mmol) and ammonium chloride (15.8 g, 295 mmol). The mixture was stirred at 80° C. for 3 h. The mixture was filtered, and the filtrate was concentrated in vacuo to give 5-bromo-2-methylpyridin-3-amine (6.8 g, 99% crude yield), which was without further purification.
Workup
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-2d1f2c928771492a977480544466262b
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365583B2
Reaction notes
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