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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79381Erstellt: 24. Oktober 2026

2,4,6-Trichlorobenzoyl chloride → N-(3-ethyl-1-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/79381

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4,6-Trichlorobenzoyl chlorideHCID 2733703—
EduktLithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylateHCID 67252742—
Edukt3-ethyl-1-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amineHCID 67259945—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
LösungsmittelSodium HydroxideHCID 14798—
ProduktN-(3-ethyl-1-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamideHCID 6726012566,9%

Reaktionsbedingungen

Temperatur87 °C

Reaktionsschritte

To a suspension of lithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate (94.0 mg, 0.294 mmol) (Example 56, step A) in NMP (4 mL) was added 2,4,6-trichlorobenzoyl chloride (45.9 μL, 0.294 mmol). The reaction mixture was stirred for 30 minutes. 3-Ethyl-1-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-amine (50 mg, 0.196 mmol) was added and the mixture was heated at 87° C. for 3 hours. The mixture was cooled to ambient temperature and diluted with 10% NaOH aqueous solution (5 mL) and EtOAc. The organic phase was washed with water and brine, concentrated under reduced pressure and the residue was triturated with Et2O to give the final product (71 mg). MS (ES+APCI) m/z=542 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841455B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-27d8cad7eea5470f956803bfcf5fb177
Quellennotizuspto-grants-2014_09