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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 572204Erstellt: 26. Oktober 2026

Benzaldehyde → N-{(1S)-1-[3-(benzylamino)phenyl]ethyl}-6-chloropyrazin-2-amine

https://huagongshe.com/reaction/572204

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzaldehydeHCID 240—
EduktSodium BicarbonateHCID 516892—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt(S)-N-(1-(3-aminophenyl)ethyl)-6-chloropyrazin-2-amineHCID 25218447—
Lösungsmittel1,1-DichloroethaneHCID 6365—
ProduktN-{(1S)-1-[3-(benzylamino)phenyl]ethyl}-6-chloropyrazin-2-amineHCID 5933171497,4%

Reaktionsschritte

To a solution of benzaldehyde (0.1 mL, 1 mmol) and N-[(1S)-1-(3-aminophenyl)ethyl]-6-chloropyrazin-2-amine (248 mg, 1 mmol) in dichloroethane (5 mL) was added sodium triacetoxyborohydride (300 mg, 1.4 mmol) in one portion and the mixture was stirred at room temperature for 16 hours. After this time a solution of saturated aqueous sodium hydrogen carbonate (20 mL) was added and the mixture was stirred for 10 minutes. The mixture was extracted with ethyl acetate (2×20 mL) and the extracts washed with brine (20 mL), dried (Na2SO4) and concentrated under reduced pressure to give N-{(1S)-1-[3-(benzylamino)phenyl]ethyl}-6-chloropyrazin-2-amine (330 mg, 97%) as an off white solid of reasonable purity.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09029386B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-dfdcbc5ab07946f69142616c23de0336
Quellennotizuspto-grants-2015_05