HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75925Erstellt: 24. Oktober 2026
Ethyl Acetate → 6-Bromo-N-(4-fluorobenzyl)pyridin-2-amine
https://huagongshe.com/de/reaction/75925
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 4-Fluorobenzyl chloride | HCID 9602 | — |
| Edukt | 2-Amino-6-bromopyridine | HCID 300809 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 6-Bromo-N-(4-fluorobenzyl)pyridin-2-amine | HCID 63964064 | 63% |
Reaktionsschritte
To a suspension of 6-bromopyridin-2-amine (500 mg, 2.89 mmol), sodium tert-butoxide (695 mg, 7.24 mmol) in anhydrous toluene (20 ml) was added 4-fluorobenzylchloride (415 mg, 2.90 mmol) at room temperature. The reaction mixture was heated at 100° C. overnight. EtOAc was added and the mixture was washed with brine and was concentrated. Flash chromatography (10-14% EtOAc in hexanes) gave the title compound (506 mg, 63%). 1H NMR (CDCl3) δ 4.40 (m, 2H), 4.95 (br s, 1H), 6.20 (m, 1H), 6.73 (m, 1H), 7.00 (m, 2H), 7.25 (m, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08835465B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-412ecf97f443442880d9bf75aff4bf4f |
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| Quellennotiz | uspto-grants-2014_09 |
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