Formic Acid → 6-Bromo-4H-imidazo[4,5-b]pyridine

HRID 2403449Notes

Reaction equation

HRID 2403449 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]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 6911565-Bromopyridine-2,3-diamine

Product 1

HCID 9115786-Bromo-4H-imidazo[4,5-b]pyridine

Procedure

A solution of 2,3-diamino-5-bromopyridine (1.34 g) in formic acid (7 mL) was heated at reflux for 3 h. After cooling to room temperature, the solvent was reduced in vacuo to give an off-white solid which was recrystallised from methanol-water to give 6-bromo-3H-imidazo[4,5-b]pyridine as a pale orange solid.

Workup

  1. temperatureat reflux for 3 h
  2. customto give an off-white solid which
  3. customwas recrystallised from methanol-water

Sources & evidence

ORD record
ord-6ddd64e557504b7dbe3388d1d25aeafe
Source dataset
uspto-grants-2014_08
Patent number
US08802670B2

Reaction notes

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