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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373228Generated: October 31, 2026

Dimethylformamide → Tert-butyl[2-[3-(3-nitro-2-pyridyloxy)phenyl]ethyl]carbamate

https://huagongshe.com/reaction/1373228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-3-nitropyridineHCID 79613—
Reactanttert-Butyl 3-hydroxyphenethylcarbamateHCID 11031911—
SolventWaterHCID 962—
ProductTert-butyl[2-[3-(3-nitro-2-pyridyloxy)phenyl]ethyl]carbamateHCID 2107309893.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-chloro-3-nitropyridine (4.76 g, 30 mmols), N-tert-butoxycarbonyl-3-hydroxyphenethylamine (7.11 g, 30 mmols), potassium carbonate (4.14 g, 30 mmols) and N,N-dimethylformamide (50 ml) was stirred at 100° C. for 12 hours. The reaction mixture was cooled, then poured into water, and then extracted with ethyl acetate. The extract was washed with water, and then dried with anhydrous magnesium sulfate, and the solvent was evaporated away. The residue was purified through silica gel column chromatography to give an yellow oil of tert-butyl[2-[3-(3-nitro-2-pyridyloxy)phenyl]ethyl]carbamate (10.1 g, 92.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160887B1
Source datasetuspto-grants-2007_01
ORD IDord-4daedad2df604bd7979069e4cde21399
Source noteuspto-grants-2007_01