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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620351Generated: November 2, 2026

Water → HCID 66666781, compound

https://huagongshe.com/reaction/1620351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-4-fluorobenzonitrileHCID 123579—
Reactant5-Chloro-6-cyclopropylpyridin-3-OLHCID 58042487—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66666781HCID 66666781—

Reaction Conditions

Temperature50 °C

Reaction Steps

5-chloro-6-cyclopropylpyridin-3-ol (250 mg, 1.47 mmol), 3-bromo-4-fluorobenzonitrile (Preparation 37, 295 mg, 1.47 mmol) and potassium carbonate (611 mg, 4.42 mmol) were suspended in dimethylsulfoxide (6 mL). The reaction mixture was stirred at 5 hours at 50° C. then water (60 mL) was added and the suspension was extracted by ethyl acetate (3×30 mL). The organic layers were combined, washed with brine (3×15 mL), dried over magnesium sulfate, filtered and concentrated under vacuum to afford the title compound as a clear oil which solidified on standing (485 mg, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772343B2
Source datasetuspto-grants-2014_07
ORD IDord-6699efd91eca4fa188687f5f7f217aa3
Source noteuspto-grants-2014_07