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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1800611Generated: October 29, 2026

Potassium Carbonate → Tert-butyl{4-chloro-2-fluoro-5-[(5-nitropyridin-2-yl)oxy]phenyl}carbamate

https://huagongshe.com/reaction/1800611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactanttert-butyl N-(4-chloro-2-fluoro-5-hydroxyphenyl)carbamateHCID 91597094—
SolventDimethylformamideHCID 6228—
ProductTert-butyl{4-chloro-2-fluoro-5-[(5-nitropyridin-2-yl)oxy]phenyl}carbamateHCID 9112339346%

Reaction Steps

A mixture of tert-butyl(4-chloro-2-fluoro-5-hydroxyphenyl)carbamate (6.70 g, 25.6 mmol), 2-chloro-5-nitropyridine (4.06 g, 25.6 mmol), potassium carbonate (3.89 g, 28.1 mmol) and N,N-dimethylformamide (70 mL) was stirred at room temperature for 30 min. To the reaction mixture was added aqueous ammonium chloride solution (100 mL), and the mixture was extracted with ethyl acetate (150 mL×3). The organic layers were combined, washed successively with water (100 mL) and saturated brine (50 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (4.52 g, 46%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344135B2
Source datasetuspto-grants-2013_01
ORD IDord-59336fb066a447a2acec6d24acd27464
Source noteuspto-grants-2013_01