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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1250691Erstellt: 25. Oktober 2026

Triethylamine → 2-Chloro-4-(2-carbamoylethylamino)-7-methylthieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1250691

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2,4-Dichloro-7-methylthieno(3,2-d)pyrimidineHCID 7147064—
Edukt3-Aminopropanamide hydrochlorideHCID 22222288—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Chloro-4-(2-carbamoylethylamino)-7-methylthieno[3,2-d]pyrimidineHCID 1832641179,8%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

In 10 ml of DMF, 1.0 g (4.9 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine was dissolved, and then 668 mg (5.37 mmol) of β-alanineamide hydrochloride and 1.09 g (10.7 mmol) of triethylamine were added thereto under ice cooling. The reaction solution was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for further 1 hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml×3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 1.05 g (yield: 79.8%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06339089B2
Quelldatensatzuspto-grants-2002_01
ORD IDord-064543062e254504b9e2a0586f065070
Quellennotizuspto-grants-2002_01