Nitrogen → tert-Butyl 4-(6-((5-phenyl-5 H-pyrido[3',4':4,5]pyrrolo[2,3-c]pyridin-3-yl)amino)-3-pyridinyl)-1-piperazinecarboxylate

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Reaction Conditions

Reaction Steps

In a 10 mL single-necked round bottom flask were placed tert-butyl 4-(6-(4-chloro-5-(3-chloropyridin-4-yl)pyridin-2-ylamino)pyridin-3-yl)piperazine-1-carboxylate (371) (50 mg, 100 μmol), palladium diacetate (11 mg, 50 μmol), Josiphos (28 mg, 50 μmol), and sodium tert-butoxide (29 mg, 299 μmol). The flask was subjected to 3 cycles of evacuation and back-filling with N2. Aniline (36 μl, 399 μmol) was added under N2 followed by 1,2-dimethoxyethane (3 mL). The resulting mixture was stirred at 100° C. for 20 h. After the volatiles were removed, the residue was subjected to combi-flash column chromatography (methanol/DCM). The product containing compound 372 after concentration was used without further purification. LCMS-ESI (POS), M/Z, M+1: Found 522.2.

Provenance & Evidence