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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859913Generated: October 28, 2026

Piperazine → 1-(5-Iodopyridin-2-yl)piperazine

https://huagongshe.com/reaction/859913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-iodopyridineHCID 4397176—
SolventDimethylacetamideHCID 31374—
Product1-(5-Iodopyridin-2-yl)piperazineHCID 1775016282%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 2-chloro-5-iodo-pyridine (CAS number 69045-79-0, 10.52 g, 43.9 mmol) and diisopropylethylamine (11.5 mL, 65.9 mmol) in DMA (200 mL) was added piperazine (15.14 g, 0.176 mol). The mixture was then heated to 120° C. for 20 hours. The solid precipitate was then filtered off, and the filtrate evaporated in vacuo. The residue was partitioned between EtOAc (100 mL) and water (100 mL) and the layers were separated. The aqueous layer was then extracted with EtOAc (2×100 mL). The combined organic extracts were then dried, (MgSO4), filtered and concentrated in vacuo, to give 1-(5-iodopyridin-2-yl)piperazine as a yellow solid (10.42 g, 36 mmol, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153857B2
Source datasetuspto-grants-2006_12
ORD IDord-2411752329804331ba75b8bc8614667c
Source noteuspto-grants-2006_12