Nitric Acid → 5-bromo-4-fluoro-3-nitro-1H-pyrrolo[2,3-b]pyridine
Reaction equation
[Br:1][C:2]1[C:3]([F:11])=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[N+:12]([O-])([OH:14])=[O:13]>O>[Br:1][C:2]1[C:3]([F:11])=[C:4]2[C:10]([N+:12]([O-:14])=[O:13])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridine (0.100 g, 0.465 mmol, see Example 51) was added slowly to fuming HNO3 (5 mL) at 0° C. and stirred for 10 minutes. Ice was then added, followed by the addition of water. The resulting solid product was then filtered, and washed with water and dried to give 5-bromo-4-fluoro-3-nitro-1H-pyrrolo[2,3-b]pyridine (0.105 g, 86.8% yield).
Workup
- additionIce was then added
- filtrationThe resulting solid product was then filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-13fe756dd6144800b6353bd8783effc1
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08841304B2
Reaction notes
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