HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 11174123, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine | HCID 15734713 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11174123 | HCID 11174123 | 25.1% |
Reaction Steps
1H-Benzimidazole (300 mg) was dissolved in N,N-dimethylformamide (6 ml), added with sodium hydride (60%, in oil, 122 mg) and stirred at room temperature for 1 hour. Subsequently, the reaction mixture was added with 1-(tert-butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine (1.08 g) and further stirred at room temperature for 23 hours and at 60° C. for 2 hours. The reaction mixture was added with water (10 ml) and extracted twice with ethyl acetate (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate) to obtain 192 mg of the title compound. Yield: 25%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06790854B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-dfdb665ce0fb4baa9328ef068103ab4f |
| Source note | uspto-grants-2004_09 |