HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845274Generated: October 29, 2026
Dimethyl Sulfoxide → Methyl 4'-methyl-5-(pyridin-2-yloxy)biphenyl-3-carboxylate
https://huagongshe.com/reaction/1845274
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-hydroxy-4'-methyl-[1,1'-biphenyl]-3-carboxylate | HCID 58187967 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 4'-methyl-5-(pyridin-2-yloxy)biphenyl-3-carboxylate | HCID 58188387 | — |
Reaction Steps
A mixture of methyl 5-hydroxy-4′-methylbiphenyl-3-carboxylate (100 mg, 0.41 mmol), potassium carbonate (100 mg, 0.72 mmol), 2-bromopyridine (0.40 mL, 4.2 mmol), and dimethyl sulfoxide (2 mL) was stirred at 135° C. overnight. After cooling, the mixture was diluted with EtOAc and washed with aq. NaHCO3 (sat.), dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (0-20% EtOAc/hexane) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946439B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-aa29cf66c90046748c230dcea12b069a |
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| Source note | uspto-grants-2015_02 |
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