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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333874Generated: October 26, 2026

Pyridine → tert-Butyl 3-bromo-6-chloropyridine-2-carboxylate

https://huagongshe.com/reaction/333874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86644327HCID 86644327—
Solventtert-ButanolHCID 6386—
Producttert-Butyl 3-bromo-6-chloropyridine-2-carboxylateHCID 59447676—

Reaction Steps

To a solution of 2-chloro-5-bromo picolinic acid (4 g) and pyridine (9.2 mL) in t-butanol (33 mL) at 0° C. was added p-toluenesulfonyl chloride (7.7 g). The resulting mixture was stirred at room temperature for 12 hours. Saturated aqueous NaHCO3 solution was added, and the resulting mixture was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883784B2
Source datasetuspto-grants-2014_11
ORD IDord-425017304d084deeb129fc7d06deb30f
Source noteuspto-grants-2014_11