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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335330Erstellt: 25. Oktober 2026

Thionyl Chloride → 7-bromo-N-(5-(2-(2,6-cis-dimethylpiperidin-1-yl)ethylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/335330

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
Edukt3-[(7-Bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluorobenzoic acidHCID 71283443—
Edukt3-Amino-N-(2-(2,6-cis-dimethylpiperidin-1-yl)ethyl)-4-fluorobenzamideHCID 86695685—
LösungsmittelPyridineHCID 1049—
LösungsmittelTolueneHCID 1140—
Produkt7-bromo-N-(5-(2-(2,6-cis-dimethylpiperidin-1-yl)ethylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 71283219—

Reaktionsschritte

7-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid (Intermediate 1A step 3) (1.150 g, 4.77 mmol) was suspended in toluene (10 ml) and treated with thionyl chloride (1.045 ml, 14.32 mmol). The mixture was at 100° C. for 2 hrs. The solvent was removed in vacuo and the solid was added to a stirred solution of 3-amino-N-(2-(2,6-cis-dimethyl piperidin-1-yl)ethyl)-4-fluorobenzamide (1.4 g, 4.77 mmol) in dry pyridine (5 ml) containing oven dried molecular sieves. The mixture was stirred at RT under nitrogen atmosphere overnight. The solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with 0-20% MeOH in DCM afforded the title compound;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883819B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-0a91ea3831a342029be8335cf83b358a
Quellennotizuspto-grants-2014_11