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HRID 1878284Erstellt: 26. Oktober 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-[(6,7-Dichloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazine

https://huagongshe.com/reaction/1878284

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktN-(3-methoxyphenyl)piperazineHCID 81430—
EduktEthyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamateHCID 69243293—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-[(6,7-Dichloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineHCID 6924362166%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Ethyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamate (28 mg, 0.089 mmol) and 1-(3-methoxy phenyl)piperazine (35 mg, 0.18 mmol) were dissolved in tetrahydrofuran (2 ml) at room temperature and thereto DBU (27 mg, 0.18 mmol) was added. The resulting mixture was stirred at 70° C. for 7 hours and concentrated under the reduced pressure to remove the solvent, and purified by SiO2 column chromatography. Extraction of the residue with a n-hexane:ethyl acetate (1:1) mixture and concentration gave 27 mg of the titled compound (yield, 66%). 1H NMR (300 MHz, CDCl3) δ 3.28-3.30 (m, 4H), 3.74-3.76 (m, 4H), 3.81 (s, 3H), 4.19 (s, 3H), 6.47-6.49 (m, 3H), 6.53-6.57 (m, 1H), 7.30 (br s, 1H), 7.85 (s, 1H), 7.92 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08314100B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-6281b1a9dc4b4e7fbd7051ae2e9e2c70
Quellennotizuspto-grants-2012_11