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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2252709Erstellt: 26. Oktober 2026

Trimethyltin chloride → 5-(Trimethylstannyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2252709

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethyltin chlorideHCID 14016—
EduktAmmonium ChlorideHCID 25517—
Edukt5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 5380710—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Trimethylstannyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 11461236—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of the compound from Step A (0.92 g, 4 mmol) in THF (25 mL) was added n-BuLi (2.5 M solution in hexane, 3.48 mL) dropwise at −78° C. After the addition, the reaction mixture was stirred at −78° C. for an additional 30 min. To this solution was added trimethyltin chloride (0.88 g, 4.4 mmol) in THF (8 mL) dropwise for a period of 10 min. The reaction mixture was brought to room temperature slowly and stirred at room temperature overnight. Saturated aqueous ammonium chloride (60 mL) was added and extracted with ethyl acetate (3×70 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and evaporated to dryness. The residue was purified over silica gel to give the title compound as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07323453B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-3a54b8808b9645c2a9df29a1b12740b8
Quellennotizuspto-grants-2008_01