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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844509Generated: November 1, 2026

Potassium Carbonate → Tert-butyl (3-methyl-4-((5-nitropyridin-2-yl)oxy)phenyl)carbamate

https://huagongshe.com/reaction/1844509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactanttert-butyl N-(4-hydroxy-3-methylphenyl)carbamateHCID 22648871—
SolventDimethylformamideHCID 6228—
ProductTert-butyl (3-methyl-4-((5-nitropyridin-2-yl)oxy)phenyl)carbamateHCID 6698073478.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a DMF (50 ml) solution of tert-butyl(4-hydroxy-3-methylphenyl)carbamate (5.00 g) was added 2-chloro-5-nitropyridine (3.91 g) and potassium carbonate (4.64 g). After stirring at 80° C. for 4 hours, the mixture was concentrated under reduced pressure. The residue was diluted in AcOEt and water, and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4 and concentrated under reduced pressure. To the residue were added Et2O and the mixture was stirred at room temperature for 2 hours. The resulting precipitate was collected by filtration to afford the title compound (6.04 g) as a brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946437B2
Source datasetuspto-grants-2015_02
ORD IDord-60458a703f4a4db5855e1a418eb427f7
Source noteuspto-grants-2015_02