HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 451308Erstellt: 24. Oktober 2026
Triethylamine → (2S,5R)-6-(Benzyloxy)-N-(2-methoxypyridin-4-yl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
https://huagongshe.com/de/reaction/451308
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Edukt | 2-Methoxypyridin-4-amine | HCID 280891 | — |
| Edukt | (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid | HCID 57389355 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (2S,5R)-6-(Benzyloxy)-N-(2-methoxypyridin-4-yl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide | HCID 58530125 | — |
Reaktionsschritte
To a solution of (2S,5R)-6-(phenylmethoxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid (38.9 mg, 0.141 mmol) in dry dichloromethane (2 mL) was added triethylamine (0.049 mL, 0.352 mmol), 2-chloro-1-methylpyridinium iodide (53.3 mg, 0.209 mmol), and 2-methoxy-4-aminopyridine (20.2 mg, 0.163 mmol) sequentially at room temperature under nitrogen. The reaction was then heated to 50° C. for 1.5 hours. LC/MS showed reaction complete. The reaction mixture was concentrated and purified by HPLC on a 30×100 mm Waters Sunfire column to afford the title compound as an orange solid after lyophilization.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08487093B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-09240440aa3d4208b03e78db2258e567 |
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| Quellennotiz | uspto-grants-2013_07 |
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