HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methanesulfonamide, N-(4-((1-(4-pyridinylmethyl)-4-piperidinyl)carbonyl)phenyl)-, dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | N-[4-(piperidine-4-carbonyl)-phenyl]methanesulfonamide hydrochloride | HCID 14130042 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methanesulfonamide, N-(4-((1-(4-pyridinylmethyl)-4-piperidinyl)carbonyl)phenyl)-, dihydrochloride | HCID 3087186 | 33.4% |
Reaction Steps
1.13 g (18.8 mmol) of sodium methoxide was added to a suspension of 3.0 g (9.4 mmol) of 4-(4-methylsulfonylaminobenzoyl)piperidine hydrochloride and 1.55 g (9.4 mmol) of 4-chloromethylpyridine hydrochloride in 90 ml of acetonitrile. The mixture was stirred at room temperature for 10 min. 2.88 g of potassium carbonate was added to the mixture and the obtained mixture was refluxed for 3 h. After cooling, the liquid reaction mixture was filtered and the filtrate was concentrated, while the residue was purified according to silica gel chromatography (chloroform:methanol=95.5)l. The product was converted into its hydrochloride with ethanolic hydrogen chloride and recrystallized from methanol/isopropanol to obtain 1.4 g of the intended compound:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05118689 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-5dd1bae0cc8d4b25917c5e8e94d84a43 |
| Source note | uspto-grants-1992_06 |