HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42022Generated: October 25, 2026
2,5-Dibromopyridine → 5-Bromo-3'-fluoro-2,4'-bipyridine
https://huagongshe.com/reaction/42022
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | 3-Fluoro-4-(tributylstannyl)pyridine | HCID 22273601 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-3'-fluoro-2,4'-bipyridine | HCID 58415812 | 62% |
Reaction Steps
In a schlenck tube, a mixture of 2,5-dibromopyridine (2.11 mmol, 0.500 g), 3-fluoro-4-(tributylstannyl)pyridine (2.32 mmol, 0.896 g), PdCl2(PPh3)2 (0.21 mmol, 0.148 g), CuI (0.43 mmol, 0.080 g) in DMF (5 ml) was heated at 130° C. for 12 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The solid residue was purified by chromatography over SiO2 eluting with DCM/methanol mixtures affording 0.330 g (yield 62%) of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536165B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-a11cea2e8f2340d298289a02033d0720 |
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| Source note | uspto-grants-2013_09 |
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