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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628321Generated: October 27, 2026

Cesium carbonate → tert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate

https://huagongshe.com/reaction/1628321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-2-chloro-3-nitropyridineHCID 7019412—
ReactantTert-butyl 2-hydroxyacetateHCID 11815394—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetateHCID 6749704761.8%

Reaction Steps

To a flask with 5-bromo-2-chloro-3-nitropyridine (73.B) (800 mg, 3.4 mmol) was added 78.D (mixed with 78.E, 445 mg, 3.4 mmol), cesium carbonate (2.2 g, 6.7 mmol) and N,N-dimethylpyridin-4-amine (82 mg, 0.67 mmol). DMF was used as the solvent. The reaction was heated for 2.5 hours. Standard aqueous workup with EtOAc as solvent and silica gel purification afforded 700 mg of 78.F mixed with some 78.E.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785468B2
Source datasetuspto-grants-2014_07
ORD IDord-067f9768d4ca430ba0b1444679173dc1
Source noteuspto-grants-2014_07