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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201050Erstellt: 23. Oktober 2026

Water → (R)-3-(benzyloxy)-2-(3-bromo-4-cyanophenylamino)propanamide

https://huagongshe.com/de/reaction/2201050

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Bromo-4-fluorobenzonitrileHCID 118939—
EduktO-benzyl-D-serinamideHCID 58987402—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-3-(benzyloxy)-2-(3-bromo-4-cyanophenylamino)propanamideHCID 6750904817,6%

Reaktionsschritte

A solution of 2-bromo-4-fluorobenzonitrile (200 mg, 1.00 mmol), O-benzyl-D-serinamide (290 mg, 1.49 mmol) and DIEA (0.466 mL, 2.68 mmol) in DMSO (3 mL) was stirred at 100 C for 18 h. Water and EtOAc were added. The organic phase was separated, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 0-60% EtOAc in hexane to give (R)-3-(benzyloxy)-2-(3-bromo-4-cyanophenylamino)propanamide (66 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-7b1a324529b0441bba81e652b653dea6
Quellennotizuspto-grants-2016_06