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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890358Generated: October 31, 2026

Phosphorus oxychloride → 2-Chloro-3-cyclohexyl-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate

https://huagongshe.com/reaction/1890358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178505196HCID 178505196—
Product2-Chloro-3-cyclohexyl-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonateHCID 86655262—

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Cyclohexyl-2-hydroxy-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate (0.4 g, 1.285 mmol) and POCl3 (2.395 ml, 25.7 mmol) were placed in a sealed tube and heated to 80° C. for 48 h. The volatiles were removed under reduced pressure. The residue was dissolved in aqueous NaHCO3 giving a basic solution. The solution was further diluted with water and extracted with EtOAc. The combined organics was dried over MgSO4 and concentrated to give the title compound without further purification. LCMS m/z=330.30 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507473B2
Source datasetuspto-grants-2013_08
ORD IDord-fad94973a17643529353dace7a9a58b8
Source noteuspto-grants-2013_08