Water → 3'-(4-Methanesulfonylphenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid t-butyl ester

Participants

Reaction Conditions

Reaction Steps

Dissolve 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (6.92 g, 30.75 mmol), potassium carbonate (7.34 g, 53.09 mmol) and 4-methanesulfonylbenzeneboronic acid (5.31 g, 26.55 mmol) in N,N-dimethylacetamide (90 mL) and purge for 15 min. Add water (35 mL) and the mixture further purged for 15 min. Add tetrakis(triphenylphosphine)palladium(0) (0.130 g, 0.11 mmol) and heat for 2 hr. 10 min. at 110° C. Allow to cool to 65° C., add water (30 mL) and t-butyl methyl ether (70 mL) and stir for 0.5 hr. Filter off the solid and dry in a vacuum oven to give 3′-(4-methanesulfonylphenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (8.3 g, 86%). MS (ES): m/z=419 [M+H]+.

Provenance & Evidence