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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603575Generated: October 31, 2026

Sodium Carbonate → HCID 19605545, compound

https://huagongshe.com/reaction/1603575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,5-Bis-trifluoromethylphenylboronic acidHCID 156265—
Reactant4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamineHCID 6918689—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 19605545HCID 1960554532.6%

Reaction Steps

A mixture of 191 mg (0.5 mmole) 4-(2-bromo-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine, 142 mg (0.55 mmole) 3,5-bis(trifluormethyl)phenylboronic acid, 25 mg sodium carbonate and 20 mg bis(triphenylphosphine)-palladium(II)-chloride is refluxed for 48 hours in 10 ml 1,2-dimethoxyethane and 1 ml water. The solvent is removed and the residue is diluted with dichloromethane. The dichloromethane solution is washed twice with water, dried over magnesiumsulfate and concentrated in vacuo. Flash chromatography (silicagel, ethyl acetate/hexane 1/1 ) of the residue yields 84 mg (32%) pure 4-[2-(3,5-bis-trifluoromethyl-phenyl)-6-pyrrolidine-1-yl-pyridine-4-sulfonyl]-phenylamine as a pale yellow solid mp.: 184-186° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990105
Source datasetuspto-grants-1999_11
ORD IDord-54ad291573e6402a8e6bcd30395ea911
Source noteuspto-grants-1999_11