Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235567Generated: October 30, 2026

Phosphorus oxychloride → (2-Chloro-3-methyl-3H-imidazo[4,5-c]pyridin-4-yl)-dipropylamine

https://huagongshe.com/reaction/2235567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-Dipropylamino-3-methyl-1,3-dihydroimidazo[4,5-c]pyridin-2-oneHCID 68584281—
Product(2-Chloro-3-methyl-3H-imidazo[4,5-c]pyridin-4-yl)-dipropylamineHCID 68582019—

Reaction Steps

A solution of 0.91 g (3.66 mmol) of 4-dipropylamino-3-methyl-1,3-dihydroimidazo[4,5-c]pyridin-2-one in 30 mL of phosphorous oxychloride was heated at 100° C. overnight and concentrated in vacuo. The thus obtained residue was quenched with water, adjusted with aqueous sodium bicarbonate to pH 5, and extracted with ethyl acetate. The organics were dried over sodium sulfate, filtered and concentrated in vacuo. The thus obtained residue was triturated with acetonitrile, filtered, and the filtrate, which contained the desired product, was concentrated in vacuo. The residue thus obtained (0.18 g, 18%) was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714009B2
Source datasetuspto-grants-2010_05
ORD IDord-481ae704dc264cc5b158c3786b29df36
Source noteuspto-grants-2010_05