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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1946674Erstellt: 26. Oktober 2026

O-Toluidine → 6-chloro-N-(2-methylphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1946674

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
EduktDiisopropylethylamineHCID 81531—
Edukt6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
Edukt6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 59446876—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-chloro-N-(2-methylphenyl)pyrimidine-4-carboxamideHCID 59447093—

Reaktionsschritte

A cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride (26.76 g; 151 mmol), obtained as described above for Intermediate 7 step 1, in anhydrous DCM (270 ml) was treated dropwise over 25 minutes with a solution of o-toluidine (13.6 ml; 126.0 mmol) and DIEA (43.4 ml; 252 mmol) in anhydrous DCM (100 mL). At the end of addition, the reaction mixture was washed with water then brine, dried over MgSO4, filtered and dried under vacuum to afford the title compound used without further purification as a brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399448B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-cb24b151bebc49458ba5df50805742d7
Quellennotizuspto-grants-2013_03