Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666411Generated: October 31, 2026

Trifluoroacetic acid → 5-Ethoxy-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridine

https://huagongshe.com/reaction/1666411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(3-(5-ethoxypyridin-2-yloxy)benzylidene)piperidine-1-carboxylateHCID 66876086—
SolventDichloromethaneHCID 6344—
Product5-Ethoxy-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridineHCID 6687599699.3%

Reaction Steps

To a solution of tert-butyl 4-(3-(5-ethoxypyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (0.6 g, 1.46 mmol) in CH2Cl2 (5 mL) cooled to 0° C. under a N2 atmosphere was added TFA (1.1 mL, 14.6 mmol). The resulting mixture was stirred for 1 h at RT. The solution was concentrated and then quenched with saturated NaHCO3 solution. The mixture was extracted with CH2Cl2 and the organic layer was dried over Na2SO4, and concentrated under reduced pressure to give the title compound (0.45 g, 99%); m/z (311.5, M+ H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-e97edbf7f913488e9739ad71ce2c5837
Source noteuspto-grants-2011_10