HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-3-acetyl-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-[1-(1-methoxycarbonylpiperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one | HCID 22745218 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-3-acetyl-1,3-dihydro-2H-benzimidazol-2-one | HCID 9887232 | 14.3% |
Reaction Steps
1-[1-(1-Methoxycarbonylpiperidin -4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one (32 mg) was dissolved in 5 ml of chloroform and 9 mg of acetyl chloride and 11 mg of triethylamine were added to the solution, followed by one day's stirring at room temperature. Saturated aqueous sodium bicarbonate solution was added to the reaction liquid and extracted with chloroform. The extract was dried over anhydrous sodium sulfate, concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol=20/1) to provide 5.1 mg of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06699880B1 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-e8f27e40ffa04542ae3014090b1bfa48 |
| Source note | uspto-grants-2004_03 |