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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5476Generated: October 29, 2026

5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine → 3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/5476

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridineHCID 23362981—
CatalystHCID 178418390HCID 178418390—
SolventDichloromethaneHCID 6344—
SolventHCID 178418361HCID 178418361—
Product3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridineHCID 23362907132.6%

Reaction Steps

To a solution of 5-[1-(methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine (70 mg, 0.226 mmole) in methylene chloride (10 ml) was added 10% palladium-carbon (50 ml) and the mixture was stirred in hydrogen atmosphere at room temperature for 1.5 hours. After the reaction mixture was treated with Cellite, the solvent was distilled off. To the residue was added chloroform, which was washed in turn with an aqueous saturated sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent: chloroform/methanol (15:1)] to obtain 93 mg of the desired product (30.0%, brown oily product).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244908
Source datasetuspto-grants-1993_09
ORD IDord-dc4408c63f6448a4b162d610549368c0
Source noteuspto-grants-1993_09