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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33241Generated: October 25, 2026

4-Chloropyridine → tert-Butyl [1-(pyridin-4-yl)piperidin-4-yl]carbamate

https://huagongshe.com/reaction/33241

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloropyridineHCID 12288—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
SolventDichloromethaneHCID 6344—
Solventn-butanol water NEt3HCID 86625244—
Producttert-Butyl [1-(pyridin-4-yl)piperidin-4-yl]carbamateHCID 18008972—

Reaction Steps

A solution of 3 g Piperidin-4-yl-carbamic acid tert-butyl ester and 2.5 g 4-Chloropyridine in 9 ml n-butanol/water/NEt3 1:1:1 was heated at 100° C. for 48 h. Then the solution was cooled to RT diluted with DCM and washed with NaHCO3 solution and water. The organic layer was dried over Na2SO4, filtered, and the solvent was removed under reduced pressure. Chromatographic purification of the residue on silica with DCM as eluent gave after evaporation of the fractions containing the product a white foam. Yield 1.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429581B2
Source datasetuspto-grants-2008_09
ORD IDord-67cb0225ae7f4dc89bfb109598d6f565
Source noteuspto-grants-2008_09