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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1501399Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1501399

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
PatentnummerUS09206187B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-1cbcf32afcb44cd6848e632b3cd8341f
Quellennotizuspto-grants-2015_12