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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1852991Erstellt: 24. Oktober 2026

Trifluoroacetic acid → 3-(4-(7-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrile

https://huagongshe.com/de/reaction/1852991

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukt3-cyclopropyl-3-(4-(7-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrileHCID 67458415—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-(4-(7-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrileHCID 6745893598%

Reaktionsschritte

To a solution of 3-cyclopropyl-3-(4-(7-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile (Example 32, 65.0 mg, 0.137 mmol) in DCM (2 mL) was added trifluoroacetic acid (2 mL) and the mixture was stirred at ambient temperature for 1.5 hours. The mixture was concentrated and the residue was partitioned into EtOAc (3 mL) and saturated NaHCO3 (3 mL). The biphasic mixture was stirred for 15 minutes and NaCl was added until saturated. The EtOAc layer was removed and the remaining aqueous portion was extracted with EtOAc. The combined EtOAc extracts were dried over MgSO4, filtered through a Celite plug and concentrated. The residual solid was dissolved in 10% MeOH/EtOAc and eluted through a SiO2 column using 10% MeOH/EtOAc for elution. The solution was concentrated to give the title compound (46 mg, 98% yield) as a white solid. MS (apci) m/z=345.2 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08962596B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-34abecc001b34bfab6edcb8d7bb7f0f4
Quellennotizuspto-grants-2015_02