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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393706Generated: October 25, 2026

Sodium Carbonate → 4-Boc-1-(5-bromo-2-pyridyl)piperazine

https://huagongshe.com/reaction/393706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DibromopyridineHCID 69353—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-Boc-1-(5-bromo-2-pyridyl)piperazineHCID 1124477571%

Reaction Steps

In pre-dried apparatus, held under a CaCl2 guard tube, 2,5-dibromopyridine (0.524 g), tert-butyl piperazine-1-carboxylate (0.824 g) and sodium carbonate (0.234 g) were combined in anhydrous 1-methyl-2-pyrrolidinone (10 ml) and heated in an oil bath held at 100° C. for 4 days. The mixture was then cooled, poured onto water (350 ml) and extracted with diethyl ether (3×50 ml). The combined organic extracts were washed with 2% citric acid solution (2×25 ml), water (2×25 ml), saturated brine (20 ml), dried (Na2SO4) and evaporated under reduced pressure. The residue was then purified by silica gel column chromatography, with 30% diethyl ether/hexane as eluent, to provide the title compound as a white solid (0.537 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809100B2
Source datasetuspto-grants-2004_10
ORD IDord-38822d3a659f460db67ed7f112792a2c
Source noteuspto-grants-2004_10