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HRID 44910Erstellt: 23. Oktober 2026

Tetraethylammonium → (2e)-3-[3-Methyl-1-(1h-pyrrolo[2,3-b]pyridin-4-yl)-1h-pyrazol-4-yl]acrylonitrile

https://huagongshe.com/de/reaction/44910

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetraethylammoniumHCID 5413—
EduktDimethylformamideHCID 6228—
EduktAcrylonitrileHCID 7855—
Edukt4-(4-bromo-3-methyl-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridineHCID 17754465—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(2e)-3-[3-Methyl-1-(1h-pyrrolo[2,3-b]pyridin-4-yl)-1h-pyrazol-4-yl]acrylonitrileHCID 17754407191,3%

Reaktionsschritte

A solution of 2-propenenitrile (0.043 mL, 0.00065 mol), bis(triphenylphosphine)palladium(II) chloride (0.0091 g, 0.000013 mol), 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine (0.036 g, 0.00013 mol), and tetraethylamine (TEA) (0.15 mL, 0.0011 mol) in DMF (0.15 mL, 0.0019 mol) was microwaved at 120° C. for 2 h. The solution was then diluted with ethyl acetate and washed with water (×2) and brine successively. The organic phase was dried and concentrated in vacuo to give 62 mg of the product as an orange solid. The orange solid was purified by prep-LCMS to give 12 mg of an off-white solid as a trifluoroacetic acid (TFA) salt which was triturated with MTBE (1 mL) to provide the purified product as a pale green solid. (dried at 60° C. for 4 h, 9 mg, 28% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541425B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5f54af99feb14d7a9966a513040718d4
Quellennotizuspto-grants-2013_09