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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Chloro-1-methylpyridinium iodideHCID 167069—
Edukt2-Methoxypyridin-4-amineHCID 280891—
Edukt(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acidHCID 57389355—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S,5R)-6-(Benzyloxy)-N-(2-methoxypyridin-4-yl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 58530125—

Reaktionsbedingungen

Temperatur50 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08487093B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-09240440aa3d4208b03e78db2258e567
Quellennotizuspto-grants-2013_07