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HRID 707471Erstellt: 25. Oktober 2026

Hydrazinecarboxaldehyde → 9-bromopyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

https://huagongshe.com/reaction/707471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrazinecarboxaldehydeHCID 12229—
EduktN-methyl-2-pyrrolidoneHCID 13387—
EduktMethyl 5-bromo-3-cyanopyridin-2-ylcarbamateHCID 86705383—
Produkt9-bromopyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-oneHCID 13633803260%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Formyl hydrazine (60 mg, 1.0 mmol) was added to a solution of methyl 5-bromo-3-cyanopyridin-2-ylcarbamate (255 mg, 1.0 mmol) in 1-methylpyrrolidinone (5 mL) and the resulting mixture was stirred at 120° C. for 3 hours. The mixture was cooled to room temperature and poured into ice-water (20 mL). The resulting solid was separated by filtration, washed with water and hexanes and dried under vacuum to afford the title compound (160 mg, 60%). 1H NMR (400 MHz, DMSO-d6) δ 8.60 (s, 1H), 8.70 (s, 1H), 8.80 (s, 1H), 13.00 (br s, 1H). LCMS (MH+, 266.3).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09175010B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-b62abec7192d48dfac506b6aa4ec280e
Quellennotizuspto-grants-2015_11