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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396747Generated: October 29, 2026

Sodium Bicarbonate → 5-[3-Fluoro-4-(methylsulfonyl)phenyl]1-[4-(2-furyl)phenyl]-2-methyl-1H-pyrrole

https://huagongshe.com/reaction/396747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantFuran-2-boronic acidHCID 2734357—
Reactant1-(4-Bromophenyl)-2-(3-fluoro-4-(methylsulfonyl)phenyl]-5-methyl-1H-pyrroleHCID 22316802—
CatalystHCID 178418476HCID 178418476—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product5-[3-Fluoro-4-(methylsulfonyl)phenyl]1-[4-(2-furyl)phenyl]-2-methyl-1H-pyrroleHCID 1590840161%

Reaction Steps

To a stirred suspension of 1-(4-bromophenyl)-2-[3-fluoro-4-(methylsulfonyl)phenyl]-5-methyl-1H -pyrrole (0.41 g, 1 mmol), 2-furanboronic acid (0.14 g, 1.26 mmol), NaHCO3 (0.19 g, 2.3 mmol) in DME-water (6 mL-2 mL) was added dichlorobis(triphenylphosphine)palladium (80 mg, 0.115 mmol) at room temperature under nitrogen. The mixture was heated at reflux temperature for 6 hours. After cooling, volatiles were removed by evaporation. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/2) to give the title compound (0.24 g, 61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608095B2
Source datasetuspto-grants-2003_08
ORD IDord-9b7b02a978154355a1db4a4027627933
Source noteuspto-grants-2003_08