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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247914Generated: October 25, 2026

Pyridine → N-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamide

https://huagongshe.com/reaction/247914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-PyridinemethanamineHCID 19509—
ReactantBenzoyl chloride, 4-(tetradecyloxy)-HCID 9998158—
SolventDichloromethaneHCID 6344—
ProductN-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamideHCID 1009385962.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 0° C. solution of 0.674 g 2-(aminomethyl)pyridine, 20 ml methylene chloride and 1.83 ml pyridine is added, dropwise over 20 minutes, 2.0 g of product from Example 3 dissolved in 25 ml of methylene chloride. The reaction is stirred at 0° C. for 2 hours followed by stirring at room temperature for 17 hours. The reaction mixture is partitioned between chloroform and saturated sodium bicarbonate, washed with water and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:75% ethyl acetate/hexane) to give 1.51 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05208247
Source datasetuspto-grants-1993_05
ORD IDord-0e0c972d4a26450c9db43ea2b4fff5c1
Source noteuspto-grants-1993_05