HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71710Erstellt: 24. Oktober 2026
Acetic Acid → 3-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
https://huagongshe.com/de/reaction/71710
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Edukt | 3-[2-(4-Bromo-phenyl)-2-oxo-ethylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester | HCID 59610686 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 3-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester | HCID 59610907 | 72,3% |
Reaktionsschritte
The mixture of 3-[2-(4-bromo-phenyl)-2-oxo-ethylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (1.7 g, 4 mmol), acetic acid (24 μl), and ammonium acetate (1.54 g, 20 mmol) in xylene (20 ml) was heated at 140° C. for 20 hours. The mixture was quenched with saturated sodium carbonate solution, and extracted with EtOAc. The organic phase was washed with water and brine, and was dried with sodium sulfate. Concentration and purification by flash column chromatography (hexanes/EtOAc) gave 3-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (1.21 g). m/z: 417.9 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822430B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-3c747a2776fa45bea47a0133a654ad6a |
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| Quellennotiz | uspto-grants-2014_09 |
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