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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283298Generated: November 1, 2026

Potassium Phosphate, Tribasic → 5-Methyl-2-[[3-[3-(trifluoromethoxy)phenyl]phenyl]sulfonylamino]benzenesulfonamide

https://huagongshe.com/reaction/2283298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
Reactant3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 2734385—
Reactant2-(3-Bromobenzenesulfonylamino)-5-methyl-benzensulfonamideHCID 68781474—
CatalystWaterHCID 962—
Catalystpalladium(II) acetateHCID 167845—
SolventHydrochloric AcidHCID 313—
SolventTolueneHCID 1140—
Product5-Methyl-2-[[3-[3-(trifluoromethoxy)phenyl]phenyl]sulfonylamino]benzenesulfonamideHCID 5775098830%

Reaction Conditions

Temperature110 °C

Reaction Steps

Pd(OAc)2 (44 mg, 0.19 mmol) was added to a solution of 2-(3-bromobenzenesulfonylamino)-5-methyl-benzensulfonamide (Example 150a) (0.40 g, 0.98 mmol), 3-(trifluoromethoxy)benzeneboronic acid (0.61 g, 2.96 mmol), tricyclohexyl phosphine (82 mg, 0.29 mmol) and potassium phosphate (0.42 g, 1.19 mmol) in toluene (10 mL). A few drops of water were added and the reaction mixture was stirred at 110° C. overnight. The reaction mixture was then diluted with 1N HCl and the product was extracted with ethyl acetate. The organic phase was separated, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography using ethyl acetate/hexane (1:3) to afford the title compound (140 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145380B2
Source datasetuspto-grants-2015_09
ORD IDord-1a06809eb1ab49b0994c63ee225b91f3
Source noteuspto-grants-2015_09