HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 580821Erstellt: 24. Oktober 2026
2,3-Dibromothiophene → 3-Bromo-2-(2-fluoropyridin-3-yl)thiophene
https://huagongshe.com/de/reaction/580821
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2,3-Dibromothiophene | HCID 76590 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 2-Fluoro-3-(tributylstannyl)pyridine | HCID 11090319 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 3-Bromo-2-(2-fluoropyridin-3-yl)thiophene | HCID 15408568 | 40,7% |
Reaktionsschritte
A mixture of 2,3-dibromothiophene (2.86 g), 2-fluoro-3-tributylstannylpyridine (3.93 g), Pd(Ph3P)2Cl2 (0.153 g) in N-methylpyrrolidinone (25 mL) was heated at 75° C. under argon for 3.5 hours. Tetrabutylammonium fluoride (1M in tetrahydrofuran, 10 mL) was added and the mixture was stirred for 3 hours. The mixture was diluted with ethyl acetate, washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel gave 3-bromo-2-(2-fluoropyridin-3-yl)thiophene (1.07 g) as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05919779 |
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| Quelldatensatz | uspto-grants-1999_07 |
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| ORD ID | ord-74d82bbcf3e24e00a96e5df58432d02b |
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| Quellennotiz | uspto-grants-1999_07 |
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