Potassium Carbonate → 3'-(4-chloro-phenyl)-4-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl

Participants

Reaction Conditions

Reaction Steps

Add 4-chlorobenzeneboronic acid (64 mg, 0.41 mmol) to a mixture 3′-chloro-4-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (104 mg, 0.34 mmol), potassium carbonate (113 mg, 0.82 mmol) and tetrakis(triphenylphosphine) palladium(0) (0.002 g, 0.002 mmol) in N,N-dimethylacetamide (2 mL) and water (1 mL). Purge with nitrogen and heat overnight at 110° C. Cool to room temperature add water (10 mL), extract with DCM (3×20 mL) combine and purify using high pH reverse phase HPLC to give 3′-(4-chloro-phenyl)-4-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (68 mg, 54.2%). MS (ES): m/z=383 [M+H]+.

Provenance & Evidence