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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772745Generated: November 2, 2026

Di-tert-butyl dicarbonate → 4-Boc-1-(5-bromo-2-pyridyl)piperazine

https://huagongshe.com/reaction/1772745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant1-(5-Bromopyridin-2-yl)piperazineHCID 16414227—
SolventDichloromethaneHCID 6344—
Product4-Boc-1-(5-bromo-2-pyridyl)piperazineHCID 1124477571%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of compound 90a (125 g, 516 mmol) in DCM (300 mL), TEA (104 g, 1.03 mol) was added, followed by (BOC)2O (135 g, 619 mmol) in portions with stirring at 0° C. The resulting mixture was stirred overnight at room temperature. The reaction was then quenched with water (100 mL), and the product was extracted with DCM (3×150 mL). The combined organic layers were concentrated under reduced pressure to obtain compound 90b as a white solid (125 g, 71% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C14H20BrN3O2: 342.1 (M+H). found 342.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-6f6d225d61ec4d4abe6078388980decf
Source noteuspto-grants-2016_02