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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201038Erstellt: 24. Oktober 2026

Ethyl Acetate → (R)-2-(3-bromo-4-cyanophenylamino)propanamide

https://huagongshe.com/de/reaction/2201038

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Bromo-4-fluorobenzonitrileHCID 118939—
Edukt(2R)-2-Aminopropanamide hydrochlorideHCID 2775814—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt(R)-2-(3-bromo-4-cyanophenylamino)propanamideHCID 6750979269%

Reaktionsschritte

A solution of 2-bromo-4-fluorobenzonitrile (200 mg, 1.00 mmol), D-alanine amide hydrochloride (148 mg, 1.19 mmol) and DIEA (0.620 mL, 3.56 mmol) in DMSO (3 mL) was stirred at 100 C for 18 h. EtOAc and water were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silicsa gel column, eluted first with 30% EtOAc in hexane, then with 100% EtOAc to give (R)-2-(3-bromo-4-cyanophenylamino)propanamide (185 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-94ef106a515e4fc4b019f5de9f3f86d8
Quellennotizuspto-grants-2016_06