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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 51482Erstellt: 24. Oktober 2026

Sodium hydride → 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/de/reaction/51482

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktTetrahydrofuran-3-yl 4-methylbenzenesulfonateHCID 13837325—
Edukt6-Chloro-7-iodo-7-deazapurineHCID 14809281—
EduktHCID 178418361HCID 178418361—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidineHCID 22736415—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (5.0 g) was added to a mixture of sodium hydride (0.79 g of a 60% dispersion in mineral oil) in dimethylformamide (100 ml) with stirring under nitrogen at 0° C. The mixture was stirred until hydrogen evolution ceased. 3-Tosyloxytetrahydrofuran (4.65 g) was added at 0° C. and then the mixture was warmed to 90° C. The mixture was stirred at this temperature for 2 hours and then overnight at ambient temperature. Water (100 ml) was added cautiously and the mixture was extracted with ethyl acetate to give 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine, m.p. 184-186° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713474B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-42cab23401b141169cdb7e9ba9557641
Quellennotizuspto-grants-2004_03