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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892445Generated: October 26, 2026

Potassium Carbonate → Methanesulfonamide, N-(4-((1-(4-pyridinylmethyl)-4-piperidinyl)carbonyl)phenyl)-, dihydrochloride

https://huagongshe.com/reaction/892445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
ReactantSodium MethoxideHCID 10942334—
ReactantN-[4-(piperidine-4-carbonyl)-phenyl]methanesulfonamide hydrochlorideHCID 14130042—
SolventAcetonitrileHCID 6342—
ProductMethanesulfonamide, N-(4-((1-(4-pyridinylmethyl)-4-piperidinyl)carbonyl)phenyl)-, dihydrochlorideHCID 308718633.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05118689
Source datasetuspto-grants-1992_06
ORD IDord-5dd1bae0cc8d4b25917c5e8e94d84a43
Source noteuspto-grants-1992_06