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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662400Generated: October 30, 2026

Dimethylformamide → HCID 57705563, compound

https://huagongshe.com/reaction/1662400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
ReactantHCID 57705952HCID 57705952—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 57705563HCID 5770556319.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred solution of 66.18E (0.550 g, 1.5 mmol) in DMF (3.0 mL, 1.5 mmol) at 23° C. was added 2-fluoro-5-methoxyphenylboronic acid (0.38 g, 2.3 mmol) (commercially available from Aldrich), potassium carbonate (0.62 g, 4.5 mmol) and then tetrakis(triphenylphosphine)palladium (0.12 g, 0.11 mmol). The mixture was heated to 90° C. and stirred for 17 hours. The resulting mixture was then cooled to room temperature, diluted with water and extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was then purified on silica gel (0-10% EtOAc in hexanes) to yield 66.18F as a colorless oil (0.100 g, 19% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-d966c08eb7274d49ab39c5fbb407f4dd
Source noteuspto-grants-2011_10