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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 336516Erstellt: 25. Oktober 2026

4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester → Ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/336516

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
EduktDiisopropylethylamineHCID 81531—
EduktMethylamine hydrochlorideHCID 6364545—
LösungsmittelAcetonitrileHCID 6342—
ProduktEthyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylateHCID 29569711,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

4-Chloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester (10 g, 429 mmol) was dissolved in acetonitrile to which DIPEA (4.34 g, 642 mmol) and methylamine hydrochloride (11.10 g, 858 mmol) was added. The reaction mixture was stirred at 100° C. for 3 hours, then cooled to room temperature and poured in to ice water. Off-white crystalline solid precipitated out. The solid was collected by filtration on a Buchner funnel and dried under vacuum to give the desired product (11 g). 1H NMR (DMSO-d6): δ 1.30 (t, J=7 Hz, 3H), δ 2.46 (s, 3H), δ 2.99 (d, J=5 Hz, 3H), δ 4.29 (q, J=7 Hz, 2H), δ 8.09 (br, s, 1H), δ 8.53 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889696B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-a4b193244f334bc8b176808aa1d83f85
Quellennotizuspto-grants-2014_11