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HRID 1046773Erstellt: 24. Oktober 2026

Triethylamine → (S)-4-(1-(8-methyl-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

https://huagongshe.com/de/reaction/1046773

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-Chloro-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrileHCID 22484542—
Edukt(S)-3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-oneHCID 58008747—
Lösungsmittel1-ButanolHCID 263—
Produkt(S)-4-(1-(8-methyl-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrileHCID 5800883728%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

(S)-3-(1-Aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 4704) (208 mg, 0.75 mol), 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (compound 5505) (160 mg, 0.90 mmol) and Et3N (228 mg, 2.25 mmol) were dissolved in n-BuOH (20 mL) in a sealed tube, and the resulting mixture stirred at 150° C. for 16 h. The reaction mixture was concentrated in vacuo, and the residue was purified by flash column chromatography on silica gel (eluting with 50% Hex/EA) to afford the desired product, (S)-4-(1-(8-methyl-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (5506, compound 264 in Table 4) (90 mg, 28% yield) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569323B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-b492dfca37284579bd0cbb46206f6fc5
Quellennotizuspto-grants-2013_10