HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine → 3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine | HCID 23362981 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | HCID 178418361 | HCID 178418361 | — |
| Product | 3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine | HCID 23362907 | 132.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05244908 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-dc4408c63f6448a4b162d610549368c0 |
| Source note | uspto-grants-1993_09 |