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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79439Erstellt: 24. Oktober 2026

Triethylamine → 7-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/79439

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2,4,6-Trichlorobenzoyl chlorideHCID 2733703—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt3-ethyl-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amineHCID 67259804—
Edukt7-((2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy)imidazo[1,2-a]pyridine-3-carboxylic acidHCID 67260183—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt7-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 6725948316,3%

Reaktionsschritte

To a stirred mixture of 7-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)imidazo[1,2-a]pyridine-3-carboxylic acid (128 mg, 0.44 mmol) in tetrahydrofuran (6 mL), under nitrogen, was added 2,4,6-trichlorobenzoyl chloride (115 mg, 0.47 mmol) and triethylamine (51 mg, 0.51 mmol). The mixture was stirred for 30 minutes. To the reaction mixture was added 3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (90 mg, 0.34 mmol), followed by lithium bis(trimethylsilyl)amide (1.7 mL, 1.7 mmol; 1M solution in tetrahydrofuran). The mixture was concentrated under reduced pressure and purified by flash chromatography on silica, eluting with dichloromethane/methanol (10:1) to give 7-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (30 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841455B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-cfe31da9445f4dc0b44f22515a3a8b99
Quellennotizuspto-grants-2014_09