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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267144Generated: November 1, 2026

4-Azidopyridine → tert-butyl 4-[1-(pyridin-4-yl)-1H-[1,2,3]triazol-4-yl]-1,2,3,6-tetrahydropyridine-1-carboxylate

https://huagongshe.com/reaction/2267144

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AzidopyridineHCID 11332449—
Reactanttert-Butyl 4-ethynyl-5,6-dihydropyridine-1(2H)-carboxylateHCID 18942198—
SolventTolueneHCID 1140—
Producttert-butyl 4-[1-(pyridin-4-yl)-1H-[1,2,3]triazol-4-yl]-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4458846213.5%

Reaction Steps

4-Azidopyridine (140 mg) prepared in the above 1) and 207 mg of tert-butyl 4-ethynyl-1,2,3,6-tetrahydropyridine-1-carboxylate were dissolved in 3 ml of toluene and the solution was heated to reflux for 20 hours. The reaction solution was returned to room temperature and the solvent was evaporated in vacuo. The resulting residue was separated and produced by a silica gel chromatography (chloroform/methanol=100/1) to give 44 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858800B2
Source datasetuspto-grants-2010_12
ORD IDord-7145e0386db94787a50e2a07c0f9da01
Source noteuspto-grants-2010_12