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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510701Generated: November 4, 2026

Toluene → HCID 67081722, compound

https://huagongshe.com/reaction/510701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant2,3-Dimethylphenylboronic acidHCID 2773395—
ReactantHCID 67080541HCID 67080541—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67081722HCID 6708172264%

Reaction Conditions

Temperature100 °C

Reaction Steps

In a vial were placed methyl 6-cyano-7-(4-(3-iodophenylcarbamoyl)phenoxy)chroman-4-carboxylate (Preparation 3) (56 mg, 0.101 mmol), 2,3-dimethylphenylboronic acid (19.70 mg, 0.131 mmol), Na2CO3 (32.12 mg, 0.303 mmol), toluene (1 ml), and water (0.1 ml). The mixture was degassed with Argon for few minutes. Tetrakis(triphenylphosphine)palladium(0) (5.836 mg, 0.0050 mmol) was added and the vial was sealed. The mixture was stirred for 17 hours at 100° C. The crude mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 34.4 mg of the title compound as a thin film (64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096567B2
Source datasetuspto-grants-2015_08
ORD IDord-033177c53a184dc6b9df04d952a0cae6
Source noteuspto-grants-2015_08