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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218371Generated: October 31, 2026

Ammonium Chloride → 1-[4-(6-Bromo-3H-imidazo[4,5-b]pyridin-2-yl)phenoxy]-3-pyrrolidin-1-ylpropan-2-ol

https://huagongshe.com/reaction/2218371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPyrrolidineHCID 31268—
ReactantHCID 178419439HCID 178419439—
SolventDimethylformamideHCID 6228—
Product1-[4-(6-Bromo-3H-imidazo[4,5-b]pyridin-2-yl)phenoxy]-3-pyrrolidin-1-ylpropan-2-olHCID 17852137224%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 6-bromo-2-[4-(oxiran-2-ylmethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (119 mg, 0.35 mmol) in DMF (8 ml), pyrrolidine (144 μl, 1.73 mmol) was added. The mixture was heated at 85° C. for 10 h. 5% Aqueous ammonium chloride was added and the mixture was extracted with ethyl acetate. The organic phase was filtered and concentrated. Purification by flash chromatography on silica using methylene chloride/methanol/ammonia as eluent afforded the title compound (35 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410966B2
Source datasetuspto-grants-2008_08
ORD IDord-33af62ab8c3d4f33833023ccaa4343c7
Source noteuspto-grants-2008_08