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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzo(B)Thiophene-2-Boronic Acid | HCID 2359 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Bromo-2-fluoro-1-iodobenzene | HCID 2724516 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58762262 | HCID 58762262 | 13% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07148226B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-816200876a5b4452b63206e82a988ef2 |
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| Source note | uspto-grants-2006_12 |
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