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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036808Generated: November 2, 2026

Urea → 6-bromo-3H-imidazo[4,5-b]pyridin-2-ol

https://huagongshe.com/reaction/2036808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant5-Bromopyridine-2,3-diamineHCID 691156—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-bromo-3H-imidazo[4,5-b]pyridin-2-olHCID 192441336%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-bromopyridine-2,3-diamine (2 g, 10.6 mmol) and urea (2.5 g, 41.6 mmol) was dissolved in DMF and heated to 100° C. for 16 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over Na2SO4 then concentrated to provide 6-bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one (0.80 g, 36%) as an off white solid which was used without further purification. LCMS Method W: retention time 0.98 min; [M+2]=212, 214.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575184B2
Source datasetuspto-grants-2013_11
ORD IDord-564ea6b7a14342cdb402caa0ced2076e
Source noteuspto-grants-2013_11