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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524675Erstellt: 27. Oktober 2026

Acetonitrile → 3-Methyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]butanenitrile

https://huagongshe.com/reaction/1524675

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt3-Methyl-2-butenenitrileHCID 94301—
Edukt4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidineHCID 42631346—
Produkt3-Methyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]butanenitrileHCID 17754811—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidine (0.216 g, 0.684 mmol) in ACN (4 mL, 0.08 mol) was added crude senecionitrile (0.111 g, 1.37 mmol), followed by DBU (200 μL, 0.002 mol) and the resulting mixture was heated to 60° C. for 23 hours. The mixture was cooled to room temperature and the ACN was evaporated. The mixture was diluted with ethyl acetate and washed with dilute HCl and brine. The organic solution was dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (ethyl acetate/hexanes) afforded the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09079912B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-15f456883b9b4c6f9c29b70d5b84e0cf
Quellennotizuspto-grants-2015_07