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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187397Generated: October 29, 2026

5-[2-(4-Methoxybenzylamino)pyridin-6-yl]pentanoic acid ethyl ester → 5-(2-Aminopyridin-6-yl)pentanoic acid ethyl ester

https://huagongshe.com/reaction/2187397

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[2-(4-Methoxybenzylamino)pyridin-6-yl]pentanoic acid ethyl esterHCID 70092570—
SolventTrifluoroacetic acidHCID 6422—
Product5-(2-Aminopyridin-6-yl)pentanoic acid ethyl esterHCID 54273305—

Reaction Steps

The ester 16-3 (5.7 g) in TFA (75 mL) was heated at 60° C. for 2 hours then cooled and the excess TFA removed in vacuo. The residue was diluted with water, made basic with NaHCO3 and extracted with ether (3×). After washing the ether layer with saturated NaHCO3 then brine, it was dried (Na2SO4) and concentrated to give a viscous oil. Purification by silica gel chromatography (hexane:EtOAc 3:7) afforded the title compound 16-4 as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410526B1
Source datasetuspto-grants-2002_06
ORD IDord-647a2e460d0d41509e547cc9ac4adff4
Source noteuspto-grants-2002_06