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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77699Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/77699

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
PatentnummerUS08841318B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-deefaab6b7e44388a2959ca7d84573f4
Quellennotizuspto-grants-2014_09