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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214388Generated: November 1, 2026

Dimethylformamide → N-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamide

https://huagongshe.com/reaction/2214388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-((3-hydroxypyridin-2-yl)oxy)acetateHCID 12115514—
ReactantN-(2,5-Difluoro-4-nitrophenyl)acetamideHCID 14624893—
SolventWaterHCID 962—
ProductN-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamideHCID 2193354970.9%

Reaction Steps

First, 2.08 g of potassium carbonate was added to a solution of 3.0 g of 3-hydroxy-2-(methoxycarbonyl)methoxypyridine, 2.95 g of N-(2,5-difluoro-4-nitrophenyl)acetamide, and 40 ml of N,N-dimethylformamide. The mixture was stirred at 60° C. to 70° C. for 2 hours, cooled to room temperature, and then poured into water. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated to give crude crystals. The crude crystals were washed with diisopropyl ether to give 3.67 g of N-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109148B2
Source datasetuspto-grants-2006_09
ORD IDord-e509e99404564d248ca5455c37025a32
Source noteuspto-grants-2006_09