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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510699Generated: October 31, 2026

Toluene → HCID 67080484, compound

https://huagongshe.com/reaction/510699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 67080541HCID 67080541—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67080484HCID 6708048463.2%

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, 0.1010 mmol), p-tolylboronic acid (17.855 mg, 0.1313 mmol), Na2CO3 (32.121 mg, 0.3030 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, 0.005 mmol) was added and the vial was sealed. The mixture was stirred at 100° C. for 24 hours. The crude mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 33.1 mg of the title compound as foamy solid (63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096567B2
Source datasetuspto-grants-2015_08
ORD IDord-7effc2bff5474671b6cbb07115ee59eb
Source noteuspto-grants-2015_08