1,2-Dichloroethane → 3'-(4-Fluoro-phenyl)-4-[1-(1-methyl-1h-imidazol-4-yl)-1h-pyrazol-4-ylmethyl]-3,4,5,6-tetrahydro-2h-[1,2']bipyrazinyl hydrochloride

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Reaction Steps

Dissolve 3′-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.053 g, 0.204 mmol) in DCE (2.1 mL). Add 1-(1-methyl-1H-imidazol-4-yl)-1H-pyrazole-4-carbaldehyde (0.036 g, 0.204 mmol) and stir at ambient temperature for 1 hr. Add sodium triacetoxyborohydride (0.065 g, 0.306 mmol) and acetic acid (19 μL) and stir at room temperature for 72 hr. Purify via SCX chromatography, followed by silica gel chromatography (50:50 to 0:100 hexanes:ethyl acetate then 10:90 to 20:80 methanol:ethyl acetate) to give the free base of the title compound (61 mg, 71%).

Provenance & Evidence