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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41539Erstellt: 24. Oktober 2026

Potassium Carbonate → 9-(Quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one

https://huagongshe.com/de/reaction/41539

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-ChloroquinoxalineHCID 238938—
Edukt2,9-Diazaspiro(5.5)undecan-1-one hydrochlorideHCID 45074288—
LösungsmittelDimethylformamideHCID 6228—
Produkt9-(Quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-oneHCID 6725174578,3%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To the stirred solution of 2,9-diazaspiro[5.5]undecan-1-one hydrochloride (2.2 g, 10.78 mmol) in DMF (15 mL) was added K2CO3 (4.45 g, 32.24 mmol) and 2-chloro quinoxaline (1.94 g, 11.82 mmol). The mixture was heated at 60° C. for 18 h. The reaction mixture was cooled to rt and concentrated under reduced pressure. To the crude mixture water was added and extracted with ethyl acetate. The organic layer was dried over anhydride sodium sulfate, filtered and concentrated to obtain a yellow solid which was triturated with n-pentane to yield a yellow solid (2.5 g, 78%). [1H-NMR (DMSO-d6, 300 MHz): δ 8.91 (s, 1H), 7.81 (d, 1H), 7.62-7.55 (m, 2H), 7.42-7.33 (m, 2H), 4.33-4.19 (m, 2H), 3.52-3.33 (m, 2H), 3.20-3.05 (m, 2H), 2.12-1.98 (m, 2H), 1.95-1.64 (m, 4H), 1.59-1.48 (m, 2H); HPLC RtA=3.665 min (97%); LCMS RtA=0.377, [M+H]+=297.1].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530648B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-36b22e4738d444ec836995891d8da21a
Quellennotizuspto-grants-2013_09