HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037673Generated: October 27, 2026
2-Bromo-3-methoxypyridine → 2-(1-Ethoxy-vinyl)-3-methoxy-pyridine
https://huagongshe.com/reaction/1037673
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-3-methoxypyridine | HCID 90364 | — |
| Reactant | Stannane, tributyl(1-ethoxyethenyl)- | HCID 619414 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1-Ethoxy-vinyl)-3-methoxy-pyridine | HCID 67171147 | 84.3% |
Reaction Steps
Add copper (I) iodide (38 mg, 0.2 mmol) to a mixture of 2-bromo-3-methoxy-pyridine (188 mg, 1.0 mmol), tributyl(1-ethoxyvinyl)tin (0.68 mL, 2.0 mmol), and DMF (anhydrous, 4 mL) in a sealed tube. Flush with N2, seal, heat at 80° C. for 3 h. Purify the mixture by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes to afford 2-(1-ethoxy-vinyl)-3-methoxy-pyridine (151 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546581B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-80020fc7abf2459cb9fde0109d3aa881 |
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| Source note | uspto-grants-2013_10 |
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