Hydrochloric Acid → Ammonia

Participants

Reaction Steps

To the 5-{1-[2-(1-phenyl-ethylamino)-pyridin-4-yl]-1H-indazol-3-yl}-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.044 g, 0.086 mmol) were added 4N HCl in dioxane (1 mL) and a few drops of methanol. After stirring at room temperature for 30 min, the reaction was concentrated in vacuo and the residue was partitioned between methylene chloride and saturated sodium bicarbonate; the aqueous layer was back-extracted with methylene chloride (2×). The combined organic extract was dried (K2CO3), filtered, and concentrated in vacuo. Flash chromatography with 1%, 3%, and 5% 2M NH3 in MeOH/CHCl3 gave the title compound as a cream colored solid. MS (ES+): 411.3 [M+H]+, 409.5 [M−H]−.

Provenance & Evidence