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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728838Generated: October 26, 2026

Pyridine → N-[2-(2-Pyridinyl)ethyl]-4-(tetradecyloxy)benzeneacetamide

https://huagongshe.com/reaction/1728838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-PyridineethanamineHCID 75919—
Reactantp-TetradecyloxyphenylacetylchlorideHCID 10021844—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductN-[2-(2-Pyridinyl)ethyl]-4-(tetradecyloxy)benzeneacetamideHCID 1004954644.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 0° solution of 5.24 g of 2-(2-aminoethyl)pyridine, 13.22 ml of pyridine and 50 ml of methylene chloride is added, dropwise, 15 g of product from Example 53 in 150 ml of methylene chloride. The reaction is stirred at 0° C. for 4 hours followed by 68 hours at room temperature. The reaction is diluted with chloroform, washed with saturated sodium bicarbonate, water and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:75-100% ethyl acetate/hexane) to give 8.3 g of the desired product as colorless prisms.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328921
Source datasetuspto-grants-1994_07
ORD IDord-6076f06e61364577886c33cf714730a1
Source noteuspto-grants-1994_07