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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2170309Erstellt: 25. Oktober 2026

Ammonium Chloride → (S)-N-(5-bromo-6-(2-(3,5-difluorophenyl)-1-(1,1-dimethylethylsulfinamido)ethyl)pyridin-2-yl)acetamide

https://huagongshe.com/reaction/2170309

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt(S)-N-(5-bromo-6-(((tert-butylsulfinyl)imino)methyl)pyridin-2-yl)acetamideHCID 90280385—
EduktHCID 178505920HCID 178505920—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-N-(5-bromo-6-(2-(3,5-difluorophenyl)-1-(1,1-dimethylethylsulfinamido)ethyl)pyridin-2-yl)acetamideHCID 90280239—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

(3,5-Difluorobenzyl)magnesium bromide (0.25 M in ether, 10 ml, 2.5 mmol) was added dropwise to a solution of (S)—N-(5-bromo-6-(((tert-butylsulfinyl)imino)methyl)pyridin-2-yl)acetamide (1D, 0.47 g, 1.36 mmol) in DCM (5 ml) at 78° C. The reaction was stirred for 3 h at −78° C. Ammonium chloride (aq, 10 mL) was added to the reaction and the mixture was allowed to warm to r.t. The mixture was extracted with EtOAc (2×30 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The crude product contained a mixture of diastereomers which were used in the next step without further purification. MS (m/z) 474.1 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09050344B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-eadcb53de8e54fd991aca213f9a598d4
Quellennotizuspto-grants-2015_06