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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 445539Erstellt: 24. Oktober 2026

Hydrochloric Acid → (6-Bromo-3-nitro-quinolin-4-yl)-(1,3-dimethyl-1H-pyrazol-4-yl)-amine

https://huagongshe.com/de/reaction/445539

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPempidineHCID 6603—
Edukt1,3-dimethyl-1H-pyrazol-4-amineHCID 4431056—
Edukt6-Bromo-4-chloro-3-nitroquinolineHCID 21984128—
LösungsmittelDimethylacetamideHCID 31374—
Produkt(6-Bromo-3-nitro-quinolin-4-yl)-(1,3-dimethyl-1H-pyrazol-4-yl)-amineHCID 59619997—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a mixture of 6-bromo-4-chloro-3-nitro-quinoline (Stage A.4, 3.0 g, 20.43 mmol) and 4-amino-1,3-dimethylpyrazole.HCl (ChemCollect, Remscheid, Germany, 1.85 g, 12.53 mmol) in DMA (45 ml) was added 1,2,2,6,6-pentamethylpiperidine (6.67 ml, 36.5 mmol). The RM was stirred at 50° C. for 4.5 h. Then the RM was cooled down to rt and quenched with H2O. The suspension was filtered, the solid cake was washed with H2O and dried under vacuum, before being dissolved in EtOAc. The solution was washed with brine (2×), dried over Na2SO4, filtered and evaporated to dryness to give the title compound as an orange solid (HPLC tR 2.55 min (Method A); M+H=362; M−H=360 MS-ES)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08476294B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-107e0d394ec241819ab4fdd628a3d338
Quellennotizuspto-grants-2013_07