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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1532958Erstellt: 27. Oktober 2026

Triethylamine → 5-Methoxy-6-methoxymethyl-4-(2-phenyltetrahydrothiophen-4-ylamino)pyrimidine

https://huagongshe.com/reaction/1532958

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Phenyl-4-oxo-tetrahydrothiopheneHCID 12413702—
Edukt4-Chloro-5-methoxy-6-(methoxymethyl)pyrimidineHCID 15279350—
Edukt4-Amino-2-phenyltetrahydrothiopheneHCID 22011936—
LösungsmittelWaterHCID 962—
Produkt5-Methoxy-6-methoxymethyl-4-(2-phenyltetrahydrothiophen-4-ylamino)pyrimidineHCID 22011946—

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

1.6 g (8.5 mmol) of 4-chloro-5-methoxy-6-methoxymethylpyrimidine, 1.5 g (8.5 mmol) of 4-amino-2-phenyltetrahydrothiophene (prepared from 2-phenyl-4-oxo-tetrahydrothiophene (cf. D. N. Reinhard, W. P. Trompenaars, I. Geevers, Synthesis 1978, 368) analogously to the route given in Example B) and 2 ml (14 mmol) of triethylamine were heated for 24 hours at 85° C. After cooling, the mixture was diluted with water and extracted with ether, and the organic phase was washed with saturated NaCl solution. After drying and concentrating, the residue was purified by column chromatography using petroleum ether/ethyl acetate (9:1). This gave 1.18 g (42% of theory) of a pale yellow syrup.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06207668B1
Quelldatensatzuspto-grants-2001_03
ORD IDord-f09260a59f884186b0b403e683e853c8
Quellennotizuspto-grants-2001_03