Hydrochloric Acid → HCID 136138783, compound

Participants

Reaction Steps

To a solution of crude N-benzyl-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(4-(3-chlorophenyl)-1H-pyrazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-6-amine (78 mg, 0.14 mmol) in methanol (5 mL) was added a 4M solution of hydrogen chloride in dioxane (5 mL, 20 mmol) and the solution stirred at room temperature for 2 hours. After this time the reaction was concentrated and the residue purified by preparative HPLC. Concentration of the product containing fractions afforded a solid that was re-dissolved in MeOH (5 mL) and treated with 2N HCl (2 mL). The solution was then re-concentrated, the residue co-evaporated with acetonitrile (5 mL) then dissolved in water (5 mL). Subsequent isolation by lyophilization afforded the title compound as a yellow solid in 25% yield over 2 steps.

Provenance & Evidence