Ammonia → 5-Bromo-3-iodo-4-methylpyridin-2-amine
Reaction equation
[Br:1][C:2]1[C:3]([CH3:9])=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.[I:10]N1C(=O)CCC1=O.FC(F)(F)C(O)=O.N>C(O)(=O)C>[Br:1][C:2]1[C:3]([CH3:9])=[C:4]([I:10])[C:5]([NH2:8])=[N:6][CH:7]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Bromo-4-methylpyridine-2-amine (3.1 g) was dissolved in acetic acid (20 ml). N-Iodosuccinimide (3.8 g) and trifluoroacetic acid (0.2 ml) were added and the mixture was stirred at room temperature for 2.5 hours. The reaction solution was poured into ice water and neutralized with 28% aqueous ammonia. Then, the precipitated solid was collected by filtration, washed with water and dried to give the title compound (4.9 g).
Workup
- filtrationThen, the precipitated solid was collected by filtration
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-828b4177bc2d4c569dad569a1bb7cb65
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08436012B2
Reaction notes
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