Formic Acid → 6-Bromo-4H-imidazo[4,5-b]pyridine
Reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([Br:9])=[CH:4][N:3]=1.[CH:10](O)=O>>[Br:9][C:5]1[CH:6]=[C:7]2[N:8]=[CH:10][NH:1][C:2]2=[N:3][CH:4]=1Participants
3
Procedure
2,3-Diamino-5-bromopyridine (4.10 g, 21.8 mmol) in formic acid (25 mL) was stirred at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature and concentrated under reduced pressure, and the resulting residue was mixed with water and adjusted to pH 8 or above with saturated aqueous sodium hydrogen carbonate. The precipitated solid was collected by filtration, washed with water and chloroform and dried under reduced pressure to give the title compound as a dark brown solid (4.13 g, yield 96%).
Workup
- concentrationconcentrated under reduced pressure
- additionthe resulting residue was mixed with water
- filtrationThe precipitated solid was collected by filtration
- washwashed with water and chloroform
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-7fe1f8ffecf14747854f74b16f5897a9
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216999B2
Reaction notes
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