HCID 86726910, compound → HCID 86726909, compound

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Reaction Steps

A mixture of benzyl [2-({[4-((3R,4R,5S)-3-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(dimethyl)silyl]oxy}-5-methylpiperidin-1-yl)pyridin-3-yl]amino}carbonyl)-7-(4-methylpiperazin-1-yl)quinolin-3-yl]carbamate (0.0055 g, 0.0066 mmol) in 3 mL of MeOH was hydrogenated in the presence of 3 mg of 10% Pd on carbon under a balloon of hydrogen at room temperature for 1 h. The mixture was diluted with 5 mL of MeOH then filtered. The filtrate was concentrated and the resulting residue was treated with 2 mL of MeOH and 2 mL of 4 M HCl in dioxane at room temperature for 1 h. The solution was concentrated under reduced pressure, the residue was dissolved in 4 mL of MeOH and 0.5 mL of NH4OH solution, then filtered through a diatomaceous earth plug. The filtrate was purified by preparative HPLC (XBridge™ C18 column, eluting with a gradient of MeCN/water containing 0.1% NH4OH, at a flow rate of 30 mL/min.) to afford the title compound. LCMS calc. for C26H35N8O2 [M+H]+: m/z=491.3. found: 491.3.

Provenance & Evidence