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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1853058Erstellt: 25. Oktober 2026

Acetonitrile → 3-Cyclopropyl-3-(3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile

https://huagongshe.com/reaction/1853058

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt3-CyclopropylacrylonitrileHCID 67056782—
EduktHCID 178478909HCID 178478909—
Produkt3-Cyclopropyl-3-(3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrileHCID 6823079717,5%

Reaktionsbedingungen

Temperatur45 °C

Reaktionsschritte

7-(1-Methyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-3-yl)imidazo[1,2-c]pyrimidine hydrochloride (Example 129, Step C, 50.2 mg, 0.148 mmol) and 3-cyclopropylacrylonitrile (Preparation B; 69.1 mg, 0.742 mmol) were suspended in acetonitrile (742 μL, 0.148 mmol). DBU (88.8 μL, 0.594 mmol) was added to the reaction mixture and heated at 45° C. for 15 hours. The reaction mixture was purified by reverse phase HPLC using a 0-100% acetonitrile/water gradient. The resultant solid was diluted in Et2O, sonicated, filtered and washed with Et2O to afford the title compound as a light yellow solid (9.3 mg, 17% yield). MS (apci) m/z=359.2 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08962596B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-b6d64f41f3874e56a935d3b0ff34dff9
Quellennotizuspto-grants-2015_02