HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505109Generated: November 1, 2026
Sodium Carbonate → HCID 66743454, compound
https://huagongshe.com/reaction/505109
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromopyridine | HCID 14268 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Bromo-2,3-dihydrobenzo[b]furan-7-boronic Acid | HCID 2794805 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Dimethoxyethane ethanol | HCID 20074477 | — |
| Product | HCID 66743454 | HCID 66743454 | 76% |
Reaction Steps
4-Bromopyridine or hydrochloride salt thereof was dissolved in DME under argon and Pd(Ph3P)4 (3 mol %) was added. The mixture was stirred for 10 min at 50° C. To this solution was added (commercially available) 5-bromo-2,3-dihydrobenzo[b]furan-7-boronic acid dissolved in a minimum amount of EtOH/DME 1:2 followed by 2N Na2CO3. The reaction mixture was refluxed (110° C.) under stirring for 2 h. The flask was cooled to RT, the mixture was treated with sat. aq. NH4Cl solution and extracted with CHCl3. Evaporation and purification by SiO2 gel chromatography (hexane/ethyl acetate: 4/1) gave the title compound in 76% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07781436B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-bf719ac7a442458b8c40406b78230662 |
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| Source note | uspto-grants-2010_08 |
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