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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223875Generated: November 3, 2026

2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine → 5-Methyl-N-(piperidin-4-YL)pyridin-2-amine

https://huagongshe.com/reaction/2223875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridineHCID 23021112—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product5-Methyl-N-(piperidin-4-YL)pyridin-2-amineHCID 2302104877.7%

Reaction Steps

To a solution of 2-(1-benzylpiperidin-4-ylamino)-5-methylpyridine (11.3 g) in ethanol (250 mL) was added 20% palladium hydroxide (4 g). After stirring the solution at room temperature under hydrogen atmosphere for 48 hours, 20% palladium hydroxide (2 g) was further added. The solution was then stirred at room temperature under hydrogen atmosphere for additional 99 hours. The catalyst was filtered off. After concentration under reduced pressure, the resulting residue was purified by chromatography [NH silica gel, chloroform:methanol=10:1]. The resulting crude product was crystallized from ethyl acetate/hexane to give the title compound (5.97 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-600fdf2fbc314cac98efbbf722e6cbd1
Source noteuspto-grants-2008_05