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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1618504Erstellt: 26. Oktober 2026

Hydrochloric Acid → 1-(7-Fluoro-3-methyl-2-(3-pyridinyl)-4-quinolinyl)-6-(4-morpholinyl)-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-pyran]

https://huagongshe.com/reaction/1618504

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt1,4-DioxaneHCID 31275—
Edukt4-Chloro-7-fluoro-3-methyl-2-(pyridin-3-yl)quinolineHCID 59631052—
Edukt6-Morpholino-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]HCID 67284661—
Produkt1-(7-Fluoro-3-methyl-2-(3-pyridinyl)-4-quinolinyl)-6-(4-morpholinyl)-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-pyran]HCID 67284636—

Reaktionsschritte

Prepare according to procedure L using 4-chloro-7-fluoro-3-methyl-2-(pyridin-3-yl)quinoline (75 mg, 0.27 μmol), 6-morpholino-2′,3′,5′,6′-tetrahydrospiro-[indoline-3,4′-pyran] (75 mg, 0.27 mmol) and a 4.0M solution of HCl in 1,4-dioxane (0.014 mL, 0.055 mmol). After purification 1-(7-fluoro-3-methyl-2-(3-pyridinyl)-4-quinolinyl)-6-(4-morpholinyl)-1,2,2′,3′,5′,6′-hexahydrospiro[indole-3,4′-pyran] was obtained as a yellow film. 1H NMR (400 MHz, chloroform-d) δ ppm 8.91 (1H, d, J=2.3 Hz), 8.73 (1H, dd, J=4.9, 1.8 Hz), 8.01 (1H, dt, J=7.8, 2.2 Hz), 7.76-7.89 (2H, m), 7.48 (1H, dd, J=8.0, 4.9 Hz), 7.27 (1H, dd, J=17.6, 2.7 Hz), 7.14 (1H, d, J=8.2 Hz), 6.36 (1H, dd, J=8.2, 2.3 Hz), 5.61 (1H, d, J=2.3 Hz), 4.00-4.09 (2H, m), 3.91-3.99 (2H, m), 3.70-3.79 (4H, m), 3.50-3.61 (2H, m, J=12.0, 12.0, 2.5, 2.3 Hz), 2.90-3.02 (4H, m), 2.30 (3H, s), 2.10-2.24 (2H, m), 1.89 (1H, dd, J=13.7, 2.3 Hz), 1.75-1.82 (1H, m). Mass Spectrum (ESI) m/e=511 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08765940B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-9831e33bfb9f49a48d675ff97a9650af
Quellennotizuspto-grants-2014_07