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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603582Generated: October 31, 2026

Sodium Carbonate → HCID 19605462, compound

https://huagongshe.com/reaction/1603582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantThiophene-3-boronic acidHCID 581760—
Reactant4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamineHCID 6918689—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 19605462HCID 1960546216.6%

Reaction Steps

A mixture of 191 mg (0.5 mmole) 4-(2-bromo-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine, 70 mg (0.5 mmole) 3-thiophen-boronic acid, 55 mg sodium carbonate and 18 mg bis(triphenylphosphine)-palladium(II)-chloride is refluxed for 18 hours in 5 ml 1,2-dimethoxyethane and 0.25 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 32 mg (16%) pure 4-(2-pyrrolidine-1-yl-6-thiophen-3-yl-pyridine-4-sulfonyl)-phenylamine as a light brown solid mp.: 260° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990105
Source datasetuspto-grants-1999_11
ORD IDord-be895107915c455a89b6289a87e1112e
Source noteuspto-grants-1999_11