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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626751Generated: October 30, 2026

Toluene → HCID 66680475, compound

https://huagongshe.com/reaction/1626751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantQuinoline-3-boronic acidHCID 2734663—
ReactantHCID 63524758HCID 63524758—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 66680475HCID 6668047568%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under an Ar atmosphere, 9 mL of toluene, 2.5 mL of methanol, 2.5 mL of 2M aqueous sodium carbonate solution were added to 500 mg (1.20 mmol) of 5-chloro-2-{[(3-iodophenyl)carbonyl]amino}benzoic acid methyl ester and 330 mg (1.91 mmol) of quinolin-3-ylboronic acid, and the mixture was degassed. Further, 100 mg (0.087 mmol) of tetrakis(triphenylphosphine)palladium(0) was added, and the mixture was heated under stirring at 90° C. for 6 hours. After the mixture was cooled to room temperature, water was added thereto, followed by collection by filtration, water-washing, and drying. Thereafter, the resultant was dissolved in chloroform, followed by filtration. The filtrate was condensed, thereby giving 340 mg of methyl 5-chloro-2-({[3-(quinolin-3-yl)phenyl]carbonyl}amino)benzoate (yield: 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785473B2
Source datasetuspto-grants-2014_07
ORD IDord-484a4724225b4093962e74b9904e163f
Source noteuspto-grants-2014_07