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HRID 1896350Erstellt: 25. Oktober 2026

Trifluoroacetic acid → 4-propyl-1-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyrrolidin-2-one

https://huagongshe.com/reaction/1896350

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukt1H-Pyrrolo(2,3-b)pyridineHCID 9222—
Edukt1-(Hydroxymethyl)-4-propylpyrrolidin-2-oneHCID 11332602—
Produkt4-propyl-1-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyrrolidin-2-oneHCID 5774307513%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of commercially available 1H-pyrrolo[2,3-b]pyridine x7 (20.31 mmol, 1.2 eq, 3.19 g) dissolved TFA (25 ml) is added 1-(hydroxymethyl)-4-propylpyrrolidin-2-one x2 (16.93 mmol, 1 eq, 2 g). The mixture is heated at 70° C. overnight. The solvent is then evaporated under reduce pressure. CH2Cl2 (600 ml) is then added to the residue, and the resulting organic solution is washed with a saturated aqueous solution of sodium carbonate (200 ml). The organic phase is then dried over MgSO4 and the volatiles are removed under reduced pressure. The product is purified by chromatography on silicagel (CH2Cl2/MeOH/NH4OH: 97/3/0.3 (v/v/v)) and recristallized in acetonitrile. 4-propyl-1-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyrrolidin-2-one 231 is obtained as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08518943B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-63fe9b9371f8428f99f6aaaaf213a3e9
Quellennotizuspto-grants-2013_08