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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363155Generated: October 30, 2026

Ethanol → HCID 67237886, compound

https://huagongshe.com/reaction/2363155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantHCID 67111227HCID 67111227—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 67237886HCID 6723788678.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 5-bromo-thiophene-2-carboxylic acid 3,5-difluoro-4-methanesulfonylamino-benzylamide (100 mg, 0.235 mmol), Pd(PPh3)4 (4.1 mg, 0.0035 mmol), and 4-trifluoromethyl phenyl boronic acid (53.5 mg, 0.282 mmol) in toluene (1 mL) was added 2N—Na2CO3 (0.5 mL)/EtOH (0.5 mL). The mixture was stirred 3 hours at 110° C. and was diluted with EtOAc. The mixture was washed with 1N HCl, water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography (gradient 12% to 100% EtOAc in n-hexane) to give title compound (90 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691855B2
Source datasetuspto-grants-2014_04
ORD IDord-1e5707ca51e846eaae92680296436f02
Source noteuspto-grants-2014_04