Stir together 3′-chloro-4-(1,5-dimethyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (307 mg, 1.00 mmol), 4-(methoxycarbonylamino)benzene boronic acid (234 mg, 1.2 mmol), potassium carbonate (332 mg, 2.4 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.006 g, 0.005 mmol) and water (2 mL), in N,N-dimethylacetamide (4 mL) at room temperature under nitrogen, then heat at 120° C. for 5 hr. Cool to room temperature, purify using SCX chromatography and further purify using silica gel chromatography eluting with (5:95 to 15:85 methanol:DCM). Dissolve in acetonitrile, and add 2 M aq. HCl and water then lyophilize to give the title compound as light yellow powder (253 mg, 55%). MS (ES): m/z=422 [M+H].
