Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858556Generated: October 30, 2026

Benzo(B)Thiophene-2-Boronic Acid → HCID 58762262, compound

https://huagongshe.com/reaction/858556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo(B)Thiophene-2-Boronic AcidHCID 2359—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Bromo-2-fluoro-1-iodobenzeneHCID 2724516—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58762262HCID 5876226213%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of Benzo[b]thiophene-2-boronic acid (0.71 g, 4 mmol), 1-bromo-3-fluoro-4-iodobenzene (1 g, 3.3 mmol), bis(triphenylphospine)palladium(II) chloride (46 mg, 2 mol %), NaHCO3 (0.83 g, 9.9 mmol) in DME (4 mL) and H2O (4 mL) was heated to 80° C. under N2 for 72 h. The reaction mixture was partitioned between 1N HCl and EtOAc. The organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography (hexanes) to give the title compound as a white solid (0.13 g, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-816200876a5b4452b63206e82a988ef2
Source noteuspto-grants-2006_12