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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483740Generated: October 30, 2026

Potassium Carbonate → 6-(4-Bromo-3-formyl-phenoxy)-2-(2,2-difluoro-ethoxy)-nicotinonitrile

https://huagongshe.com/reaction/1483740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-hydroxybenzaldehydeHCID 387179—
Reactant6-Chloro-2-(2,2-difluoro-ethoxy)-nicotinonitrileHCID 86636458—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-(4-Bromo-3-formyl-phenoxy)-2-(2,2-difluoro-ethoxy)-nicotinonitrileHCID 8663645990.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 6-chloro-2-(2,2-difluoro-ethoxy)-nicotinonitrile (5.01 g, 22.9 mmol), 2-bromo-5-hydroxy-benzaldehyde (3.84 g, 19.1 mmol) and K2CO3 (5.3 g, 38 mmol) in dimethylformamide (30 mL) was heated to 110° C. for 3 hours. The reaction mixture was cooled to room temperature, diluted with H2O (800 mL) and extracted with ethyl acetate (4×800 mL). The organic extracts were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash column chromatography (20% ethyl acetate/hexanes) to give the title compound as a white solid (6.62 g, 90%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416146B2
Source datasetuspto-grants-2016_08
ORD IDord-84ac435e36fd45d3b80e89cfe7f5907a
Source noteuspto-grants-2016_08