HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzaldehyde → N-{(1S)-1-[3-(benzylamino)phenyl]ethyl}-6-chloropyrazin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzaldehyde | HCID 240 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | (S)-N-(1-(3-aminophenyl)ethyl)-6-chloropyrazin-2-amine | HCID 25218447 | — |
| Lösungsmittel | 1,1-Dichloroethane | HCID 6365 | — |
| Produkt | N-{(1S)-1-[3-(benzylamino)phenyl]ethyl}-6-chloropyrazin-2-amine | HCID 59331714 | 97,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09029386B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-dfdcbc5ab07946f69142616c23de0336 |
| Quellennotiz | uspto-grants-2015_05 |