Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160824Generated: October 26, 2026

Toluene → HCID 66995294, compound

https://huagongshe.com/reaction/1160824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantMethyl 2-(3-cyano-4-([(trifluoromethyl)sulfonyl]oxy)phenyl)isonicotinateHCID 86616562—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 66995294HCID 66995294—

Reaction Conditions

Temperature100 °C

Reaction Steps

87 mg of tetrakis(triphenylphosphine)palladium was added to a toluene (25 ml) suspension of 966 mg of methyl 2-(3-cyano-4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)isonicotinate, 610 mg of phenylboronic acid and 518 mg of potassium carbonate, followed by heating at 100° C. in an argon atmosphere for 2 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5 to 70:30) to obtain 758 mg of methyl 2-(2-cyanobiphenyl-4-yl)isonicotinate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816558B2
Source datasetuspto-grants-2010_10
ORD IDord-c4630410c2c04a68898832d4e148cbf2
Source noteuspto-grants-2010_10