Hydrochloric Acid → HCID 178461564, compound

Participants

Reaction Steps

A suspension of (R)-tert-butyl 4-(cis-4-((E)-2-(4-cyanobenzoylimino)-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)cyclohexanecarbonyl)-3-methylpiperazine-1-carboxylate (0.07 g, 0.100 mmol) in HCl (4M in dioxanes) (1.252 mL, 5.01 mmol) was stirred at RT for 16 hours. The mixture was concentrated under reduced pressure, and the residue was suspended in DCM (20 mL) and washed with aqueous NaHCO3 solution (10 mL). The organic layer was collected, dried over sodium sulfate and concentrated to afford a brown solid. This material was purified by silica gel chromatography to afford (E)-4-cyano-N-(1-(cis-4-((R)-2-methylpiperazine-1-carbonyl)cyclohexyl)-6-(2-(piperidin-1-yl)ethoxy)-1H-imidazo[4,5-c]pyridin-2(3H)-ylidene)benzamide (10 mg, 16.7% yield). MS m/z=599.4 [M+H]. Calc'd for C33H42N8O3: 598.3.

Provenance & Evidence