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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335325Erstellt: 24. Oktober 2026

Pyridine → 6-Bromo-N-(2-methyl-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)pyrazolo[1,5-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/335325

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktThionyl ChlorideHCID 24386—
Edukt6-Bromopyrazolo(1,5-a)pyridine-3-carboxylic acidHCID 57372319—
Edukt3-Amino-4-methyl-N-(2-(4-methylpiperazin-1-yl)benzyl)benzamideHCID 86695684—
LösungsmittelMethanolHCID 887—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6-Bromo-N-(2-methyl-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)pyrazolo[1,5-a]pyridine-3-carboxamideHCID 71283253—

Reaktionsschritte

A mixture comprising 6-bromopyrazolo[1,5-a]pyridine-3-carboxylic acid (commercially available) (196 mg, 0.813 mmol) and thionyl chloride (2 ml, 27.4 mmol) was heated at 60° C. for 1 hr and concentrated in vacuo. To this was added 3-amino-4-methyl-N-(2-(4-methylpiperazin-1-yl)benzyl)benzamide (step 1) (220 mg, 0.651 mmol) and pyridine (5 ml). The reaction was stirred under nitrogen at room temperature for 2 hrs. The mixture was diluted with 10% MeOH in EtOAc and washed with water, sat NaHCO3, brine and concentrated in vacuo. The crude product was purified by chromatography on silica eluting with 0-20% 2M NH3 in MeOH/DCM to afford the title compound;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883819B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-597139d1a1e7458c803747dda0be57a9
Quellennotizuspto-grants-2014_11