HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269583Generated: October 25, 2026
Diethyl Ether → 2'-{5-Chloro-2-(benzyloxy)-3-pyridinyl]-3-biphenylcarboxylic acid ethyl ester
https://huagongshe.com/reaction/269583
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Ethoxycarbonylphenyl)boronic acid | HCID 3249312 | — |
| Reactant | 3-(2-Bromophenyl)-5-chloro-2-(benzyloxy)pyridine | HCID 58730997 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | 2'-{5-Chloro-2-(benzyloxy)-3-pyridinyl]-3-biphenylcarboxylic acid ethyl ester | HCID 58730984 | 32.6% |
Reaction Steps
3-(2-Bromophenyl)-5-chloro-2-(benzyloxy)pyridine (80 mg, 0.214 mmol) and 3-(carbethoxy)phenylboronic acid (42 mg, 0.214 mmol) were dissolved in toluene/ethanol (1:1 1 ml) under nitrogen. Potassium carbonate (236 mg, 1.71 mmol) and tetrakis(triphenylphosphine)palladium(0) (25 mg, 0.0214 mmol) were added and the resulting mixture was heated at 70° C. in a Smithoreator® microwave for 15 minutes. After cooling, diethyl ether (5 ml) and water (5 ml) were added. The organic layer was washed with water, dried (MgSO4) and evaporated. The product was purified by flash chromatography (silica gel, 2-3% ethyl acetate:isohexane) to give the title compound as a clear oil (31 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07446222B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-94873ed2ea5842daa7af2b7cde0255bc |
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| Source note | uspto-grants-2008_11 |
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