Ammonium Chloride → 6-bromo-2-chloro-N3-methylpyridine-3,4-diamine
Reaction equation
[Br:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH:9][CH3:10])=[C:4]([N+:11]([O-])=O)[CH:3]=1.[Cl-].[NH4+]>C(O)C.O.CCOC(C)=O.[Fe]>[Br:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH:9][CH3:10])=[C:4]([NH2:11])[CH:3]=1Participants
7
Conditions
- Temperature
- 140 °C
Procedure
To a solution of 6-bromo-2-chloro-N-methyl-4-nitropyridin-3-amine 2.59 (1 g, 3.75 mmol) in ethanol (10 ml) was added Fe powder (1.05 g, 18.7 mmol) and a solution of ammonium chloride (1 g, 18.8 mmol) in water (3 mL). The mixture was heated in microwave at 140° C. for 30 min. The mixture was then diluted with EtOAc, filtered and evaporated to give 6-bromo-2-chloro-N3-methylpyridine-3,4-diamine 2.59-A, which was used in the next step without purification.
Workup
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-2501c82646ee494491e5bc533971e776
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09376441B2
Reaction notes
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