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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1246709Generated: October 30, 2026

Potassium Carbonate → Tert-butyl 8-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

https://huagongshe.com/reaction/1246709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-3-chloropyridineHCID 7016326—
Reactanttert-Butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylateHCID 21904757—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 8-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylateHCID 21904766—

Reaction Conditions

Temperature120 °C

Reaction Steps

tert-Butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylate (454 mg, 2.36 mmol) and 2-bromo-3-chloropyridine (418 mg, 1.97 mmol) were combined in dry N,N-dimethylformamide (10 mL) and treated with potassium carbonate (408 mg, 2.95 mmol). After stirring at 120° C. for 48 hours, the mixture was allowed to cool to room temperature, diluted with ethyl acetate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (4:1, hexanes:ethyl acetate) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129235B2
Source datasetuspto-grants-2006_10
ORD IDord-fdd14dc580784d4989095ee35bd292ea
Source noteuspto-grants-2006_10