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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664401Generated: October 26, 2026

Dimethylformamide → 6-(4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile

https://huagongshe.com/reaction/1664401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Chloro-2-methoxynicotinonitrileHCID 14381111—
Reactant4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenolHCID 67440478—
SolventWaterHCID 962—
Product6-(4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrileHCID 6744015185%

Reaction Steps

A solution of 6-chloro-2-methoxynicotinonitrile (1.16 g, 6.88 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol (1.81 g, 6.88 mmol), potassium carbonate (1.14 g, 8.26 mmol), and N,N-dimethylformamide (35 mL) was stirred at 80° C. overnight. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column using Combiflash to give 6-(4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile (2.31 g, 85% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039450B2
Source datasetuspto-grants-2011_10
ORD IDord-d87393dc12164c3ab094ed404892a273
Source noteuspto-grants-2011_10