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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272730Erstellt: 26. Oktober 2026

Methanol → 3-[4-(2-Hydroxyethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-one

https://huagongshe.com/reaction/272730

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTetraethylammonium fluoride hydrateHCID 16211652—
Edukt3-[4-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-oneHCID 69219730—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-[4-(2-Hydroxyethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-oneHCID 69217919—

Reaktionsschritte

A mixture of Example 609A (23 mg, 0.033 mmol) in 1:1 MeOH:dioxane (2 mL) was treated with tetraethylammonium fluoride hydrate (49.4 mg, 0.33 mmol) at 50° C. for 24 hours. The reaction was then cooled to room temperature, concentrated, diluted with ethyl acetate, washed with water and brine, dried (MgSO4), filtered and concentrated. The residue was purified by preparative HPLC to provide the title compound. MS (ESI) m/e 582 (M+H)+; 1H NMR (300 MHz, DMSO-d6) □ 9.75 (s, 1H), 7.84 (s, 1H), 7.72 (d, J=8.1 Hz, 1H), 7.25 (d, J=1.4 Hz, 1H), 7.15-7.20 (m, 3H), 7.07 (m, 1H), 6.80-6.96 (m, 7H), 4.00-4.06 (m, 4H), 3.85 (s, 3H), 3.70-3.75 (m, 6H), 2.96-2.99 (m, 4H), 2.86 (t, J=6.4 Hz, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07456169B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-c2466413a495452f9dde97f90696a8ba
Quellennotizuspto-grants-2008_11