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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1852969Erstellt: 25. Oktober 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86685303, Verbindung

https://huagongshe.com/reaction/1852969

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt3-CyclopropylacrylonitrileHCID 67056782—
Edukt7-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidineHCID 86685302—
LösungsmittelAcetonitrileHCID 6342—
ProduktHCID 86685303HCID 8668530376,54%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a solution of 7-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (0.107 g, 0.4872 mmol) and 3-cyclopropylacrylonitrile (Preparation B; 0.3403 g, 3.654 mmol) in 2 mL of acetonitrile was added DBU (0.1457 mL, 0.9744 mmol). The reaction mixture was sealed and heated to 50° C. and stirred overnight. To the reaction mixture was added more 3-cyclopropylacrylonitrile (0.100 g, 0.107 mmol) and DBU (0.072 mL, 0.448 mmol) and the reaction mixture was sealed and heated to 60° C. for 4 hours. The reaction mixture was loaded onto directly onto a column of silica gel and eluted with a gradient of 50-75% ethyl acetate in hexanes with 0.5% ammonium hydroxide to afford the title compound (0.119 g, 0.3729 mmol, 76.54% yield). MS (apci) m/z=313.1 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08962596B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-a6d10353a66b43b681240b9d0022b434
Quellennotizuspto-grants-2015_02