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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223873Generated: November 2, 2026

Ethyl Acetate → 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

https://huagongshe.com/reaction/2223873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Bromo-4-methylpyridineHCID 2734087—
SolventWaterHCID 962—
Product2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridineHCID 23021112—

Reaction Conditions

Temperature180 °C

Reaction Steps

To 2-bromo-4-methylpyridine (15.5 g) was added 4-amino-1-benzylpiperidine (68.5 g). The resulting solution was stirred at 180° C. for 9 hours and then at 150° C. for 6 hours. Ethyl acetate and water were then added to the solution followed by addition of saturated aqueous sodium bicarbonate solution. After separating liquid layers, the organic layer was washed with water and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)] to give the title compound (11.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-d660c6c007a742718f1d7d9b80c272a8
Source noteuspto-grants-2008_05