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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77465Erstellt: 25. Oktober 2026

Thionyl Chloride → 5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochloride

https://huagongshe.com/reaction/77465

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
Edukt(2-((4-(Difluoromethoxy)phenyl)amino)-4-methoxypyrimidin-5-yl)methanolHCID 86679751—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochlorideHCID 8667975298,5%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Thionyl chloride (0.295 mL, 4.04 mmol) was added to a suspension of ((2-((4-(difluoromethoxy)phenyl)amino)-4-methoxypyrimidin-5-yl)methanol (0.3 g, 1.009 mmol) in DCM (10 mL) cooled to 0° C. The mixture was stirred for 18 h while warming to room temperature. The reaction mixture was concentrated and dried under vacuum to give 5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochloride as a beige solid (0.35 g, 97%). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.98 (s, 1H), 8.34 (s, 1H), 7.87-7.72 (m, 2H), 7.42-6.86 (m, 3H), 4.67 (s, 2H), 4.02 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841301B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-500c68c734dc453c8964554184aa6180
Quellennotizuspto-grants-2014_09