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HRID 40669Erstellt: 25. Oktober 2026

Acetic Anhydride → 1-(4-methoxybenzyl)-6-bromo-1H-imidazo[4,5-c]pyridine

https://huagongshe.com/reaction/40669

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktN4-(4-methoxybenzyl)-6-bromopyridine-3,4-diamineHCID 56926367—
LösungsmittelEthyl orthoformateHCID 31214—
Produkt1-(4-methoxybenzyl)-6-bromo-1H-imidazo[4,5-c]pyridineHCID 56926466108,8%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Acetic anhydride (1.28 mL, 13.6 mmol) was added to a solution of N4-(4-methoxybenzyl)-6-bromopyridine-3,4-diamine (1.05 g, 3.41 mmol) in triethylorthoformate (13 mL). The mixture was heated at 100° C. for 18 hours and then concentrated to give the title compound as a brown oil (1.18 g, quantitative). 1H NMR (d6-DMSO, 400 MHz) δ 8.75 (s, 1H), 8.60 (s, 1H), 8.00 (s, 1H), 7.35 (d, 2H, J=8.8 Hz), 6.90 (d, 2H, J=8.8 Hz), 5.45 (s, 2H), 3.70 (s, 3H). LCMS (2) Rt=2.27 min; m/z (ESI+) 318, 320 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530468B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-fcb72d219da742d98707cf3c655e880c
Quellennotizuspto-grants-2013_09