Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605213Generated: October 25, 2026

Potassium Carbonate → {4-[4-(5-Chloro-pyridin-2-ylcarbamoyl)-2-nitro-phenoxy]-phenyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/605213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-chloro-N-(5-chloropyridin-2-yl)-3-nitrobenzamideHCID 693095—
ReactantN-Boc-4-hydroxyanilineHCID 2756771—
SolventDimethylformamideHCID 6228—
Product{4-[4-(5-Chloro-pyridin-2-ylcarbamoyl)-2-nitro-phenoxy]-phenyl}-carbamic acid tert-butyl esterHCID 6704077361%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of the product of Example 199A (300 mg, 0.9612 mmol) in anhydrous N,N-dimethylformamide (5 mL) was treated with N-Boc-4-hydroxyaniline (201 mg, 0.9612 mmol) and potassium carbonate (266 mg, 1.922 mmol) at room temperature, then heated at 80° C. under a nitrogen atmosphere for 5 hours. The reaction was cooled to room temperature and the solvent removed by rotary evaporation in vacuo. The residue was taken up in ethyl acetate (100 mL) and washed with water (4×50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation in vacuo. Trituration with 5% ethyl acetate gave the title compound (284 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-c8749a8574984cab809137d791ee5269
Source noteuspto-grants-2011_03