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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728791Generated: November 2, 2026

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

https://huagongshe.com/reaction/1728791

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 g81:75% ethyl acetate/hexane) to give 1.51 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328921
Source datasetuspto-grants-1994_07
ORD IDord-f6b7bbe909e648dfa8134c125af602fd
Source noteuspto-grants-1994_07