Ammonia → 5-Methoxypyridin-3-ylamine
Reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[OH-].[Na+].[NH3:12]>[O-]S([O-])(=O)=O.[Cu+2]>[NH2:12][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 135 °C
Procedure
3-Bromo-5-methoxypyridine (15 g) was added to a pressure vessel, and CuSO4 (3.9 g) and 25% aq ammonia (150 mL) were added. The reaction mixture was stirred for 4 h at 135° C., then cooled to RT, basified with aqueous NaOH solution, and extracted with CH2Cl2. After evaporation of volatiles, 3-amino-5-methoxypyridine was obtained as yellow solid.
Workup
- temperaturecooled to RT
- extractionextracted with CH2Cl2
- customAfter evaporation of volatiles
Sources & evidence
- ORD record
- ord-2201f9415fc24aaa9edc6fe64207147c
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08524900B2
Reaction notes
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