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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1894870Erstellt: 26. Oktober 2026

Sodium Hydroxide → 4-methyl-3-(9H-pyrimido[4,5-b]indol-7-yl)aniline

https://huagongshe.com/reaction/1894870

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt1,4-DioxaneHCID 31275—
EduktN-[4-methyl-3-(9H-pyrimido[4,5-b]indol-7-yl)phenyl]-3-(trifluoromethyl)benzamideHCID 25152248—
LösungsmittelWaterHCID 962—
Produkt4-methyl-3-(9H-pyrimido[4,5-b]indol-7-yl)anilineHCID 6904649976,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To N-[4-methyl-3-(9H-pyrimido[4,5-b]indol-7-yl)phenyl]-3-(trifluoromethyl)benzamide (442 mg, 0.990 mmol) was added 1,4-dioxane (2.0 mL) and water (2.0 mL) and sodium hydroxide (790 mg, 19.8 mmol). The resulting mixture was heated to 100° C. until LCMS indicated complete hydrolysis, typically 14-16 hours. The reaction was cooled to ambient temperature and the solvents were removed by evaporation. The residue was washed with water and the remaining solid was recovered by filtration, washed with additional water, and dried under reduced pressure to give the product (207 mg, 76%). 1H NMR (300 MHz, DMSO): δ 9.42 (s, 1H), 8.90 (s, 1H), 8.22 (d, 1H), 7.39 (s, 1H), 7.23 (d, 1H), 6.94 (d, 1H), 6.52 (m, 2H), 4.95 (s, 2H), 2.08 (s, 3H). MS (EI) m/z=275 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08513270B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-fad77f4ae3e6493d90d0a4e2d1e459b9
Quellennotizuspto-grants-2013_08