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HRID 221983Erstellt: 24. Oktober 2026

1,2-Dichloroethane → 9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one

https://huagongshe.com/de/reaction/221983

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
EduktPyrimidine-2-carboxylic acidHCID 12626245—
Edukt5-hydrazino-3-phenyl-1,6-naphthyridine-2(1H)-oneHCID 67076057—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelDimethylformamideHCID 6228—
Produkt9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-oneHCID 136352657—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

To a mixture of 5-hydrazino-3-phenyl-1,6-naphthyridine-2(1H)-one (2-3) (1.4 g, 5.55 mmol), 2-pyrimidinecarboxylic acid (0.69 g, 5.55 mmol), HOBt (0.85 g, 5.55 mmol), and DIPEA (0.97 mL, 5.55 mmol) in DMF (50 mL) was added EDC (1.23 g, 6.66 mmol). After stirring for overnight, AcOH (5 mL) was added, and the mixture was heated under microwave irradiation at 150° C. for 15 minutes. The solvent was removed under reduced pressure, and the residue was diluted with MeOH, and added water. The resulting solid was collected by filtration to give 9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one (2-4) as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207169B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-b6e29215f372433f9ed8b85f18948545
Quellennotizuspto-grants-2012_06