HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269586Generated: October 29, 2026
Diethyl Ether → 2-(2-Bromophenyl)-6-chloro-3-[(phenylmethyl)oxy]pyridine
https://huagongshe.com/reaction/269586
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2-Bromophenyl)boronic acid | HCID 2773294 | — |
| Reactant | 3-(Benzyloxy)-6-chloro-2-iodopyridine | HCID 58731010 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | 2-(2-Bromophenyl)-6-chloro-3-[(phenylmethyl)oxy]pyridine | HCID 58731003 | 82.2% |
Reaction Steps
6-Chloro-2-iodo-3-[(phenylmethyl)oxy]pyridine (346 mg, 1 mmol) and 2-bromophenylboronic acid (201 mg, 1 mmol) were dissolved in 1:1 toluene/ethanol (10 ml) and potassium carbonate (1.1 g, 8 mmol) and tetrakis(triphenylphosphine)palladium(0) (116 mg, 0.1 mmol) added. The mixture was stirred under nitrogen and heated at 90° C. for 2 hours. After cooling, diethyl ether and water were added and the organic layer washed with water, dried (MgSO4) and evaporated. The yellow oil was flash chromatographed, eluting with 2-10% ethyl acetate/isohexane to give the title compound as a clear oil (308 mg) LC/MS t=3.77, [MH+] 376, 378.
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-91f679d38be445ccb4bd5b207bc58cd8 |
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| Source note | uspto-grants-2008_11 |
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