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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79298Erstellt: 23. Oktober 2026

Thionyl Chloride → N-(3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/79298

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
EduktImidazo(1,2-a)pyridine-3-carboxylic acidHCID 73142—
EduktDce thfHCID 21493386—
Edukt3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-amineHCID 67259228—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 6725960870,9%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To imidazo[1,2-a]pyridine-3-carboxylic acid (194 mg, 1.20 mmol) in DCM (5 mL) was added thionyl chloride (2 mL). The reaction mixture was stirred for 2 hours and concentrated to give crude acylchloride HCl salt, to which DCE/THF (2 mL/2 mL) and 3-ethyl-1-((6-methoxypyridin-2-yl)methyl)-1H-indazol-4-amine (211 mg, 0.747 mmol) was added. The reaction mixture was heated to 70° C. and stirred for 1 hour. The reaction mixture was diluted with DCM (20 mL) and washed with saturated NaHCO3 aqueous solution. The organic solution was dried over Na2SO4, filtered and concentrated. Silica gel chromatography (DCM/MeOH 10:1) provided the desired product (226 mg). MS (ES+APCI) m/z=427 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841455B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c00b4facc8a94ea88374eda9c0943ec1
Quellennotizuspto-grants-2014_09