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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283350Generated: November 1, 2026

Sodium Carbonate → HCID 57750907, compound

https://huagongshe.com/reaction/2283350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Cyclopent-1-en-1-yl)boronic acidHCID 3861343—
ReactantHCID 42644851HCID 42644851—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57750907HCID 5775090769%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-[[(E)-2-(4-Bromophenyl)ethenylsulfonylamino]benzenesulfonamide (75 mg, 0.18 mmol), cyclopenten-1-ylboronic acid (40.2 mg, 0.36 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (14.79 mg, 0.02 mmol) and sodium carbonate (38.1 mg, 0.36 mmol) were suspended in N,N-dimethylformamide (2 mL) and the reaction mixture was stirred under an atmosphere of argon at 90° C. for 16 hours. The reaction mixture was diluted with tetrahydrofuran and filtered through Celite. The solvent was removed in vacuo and the residue was purified by preparative HPLC. The residue was purified a second time by column chromatography, using gradient mixtures of ethyl acetate/heptane as eluent (0%-100% ethyl acetate) to give 50 mg (69% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145380B2
Source datasetuspto-grants-2015_09
ORD IDord-f5b6d663531f437aae4d6cb4437487a2
Source noteuspto-grants-2015_09