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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 53626Erstellt: 23. Oktober 2026

Methylamine → Ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate

https://huagongshe.com/de/reaction/53626

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethylamineHCID 6329—
EduktTriethylamineHCID 8471—
Edukt4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
ProduktEthyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylateHCID 29569781%

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

To a solution of 4-chloro-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester (18.66 g, 80.4 mmol) in 260 mL of tetrahydrofuran was added triethylamine (34 mL, 244 mmol), followed by 30 mL of a 40% aqueous solution of methylamine. The solution was stirred for 30 minutes at 25° C. then concentrated in vacuo and partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated to provide a white solid. The solid was suspended in hexane and filtered to provide 14.70 g (81%) of 4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester, mp 91°-93° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05620981
Quelldatensatzuspto-grants-1997_04
ORD IDord-b68eeee6024948cfad0d45fea499ee21
Quellennotizuspto-grants-1997_04