HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → N-[4-(1-Benzoylpiperidin-4-YL)butyl]-3-pyridin-3-ylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(4-piperidin-4-yl-butyl)-3-(pyridin-3-yl)-propionamide | HCID 18425707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[4-(1-Benzoylpiperidin-4-YL)butyl]-3-pyridin-3-ylpropanamide | HCID 9543513 | — |
Reaction Steps
3.48 ml (30 mmol) benzoyl chloride, 8.7 g (30 mmol) N-(4-piperidin-4-yl-butyl)-3-(pyridin-3-yl)-propionamide and 16.6 g (120 mmol) potassium carbonate are stirred in 160 ml DMF at RT overnight. Subsequently, this is filtered and the filtrate is concentrated under vacuum to a large extent. The residue is taken up in 400 ml CHCl3 and washed twice, each with 100 ml water. The organic phase is dried over sodium sulfate and the solvent is removed under vacuum. The residue is chromatographically purified over silica gel with CHCl3/CH3OH (95/5) and precipitates as an amorphous solid after drawing off the solvent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06444823B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-ccca4b31033a4b9aa6b51050f57695fe |
| Source note | uspto-grants-2002_09 |