7-(Benzyloxy)-N-(3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide → HCID 178425115, Verbindung

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A mixture of 7-(benzyloxy)-N-(3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (0.75 g, 1.4 mmol; prepared as in Example 157) and 10% Pd/C (Degussa type, 0.75 g, 0.35 mmol) was treated with THF (12 mL). The reaction vessel was heated at 55° C. with stirring while maintaining 100 psi of hydrogen in the headspace of the reaction vessel for 20 hours. The reaction mixture was cooled to ambient temperature and filtered to remove the catalyst. The filtrate was diluted with EtOAc (75 mL) and extracted with 2.5 N sodium hydroxide (2×50 mL). The pH of the combined aqueous extracts was adjusted to approximately 5 using 0.5 M monobasic potassium phosphate solution and 6 N HCl to induce precipitation. The resulting solid was collected by vacuum filtration and dried under vacuum to give the product (0.24 g). MS (ES+APCI) m/z=439.4 (M+H).

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