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

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Reaction Steps

Couple 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (0.135 g, 0.452 mmol) and 4-isopropoxyphenylboronic acid (0.134 g, 0.743 mmol), in the presence of triphenylphosphine (0.0482 g, 0.184 mmol), palladium acetate (0.0118 g, 0.0526 mmol), aqueous 2 N sodium carbonate (0.3 mL) in a mixture of n-propanol (4 mL) and water (0.3 mL). Reflux for 17.5 hr.s, cool to room temperature and extract with DCM. Purify by silica gel chromatography, eluting with 0:100 to 1:1 ethyl acetate:hexanes, to give 3′-(4-isopropoxyphenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (0.144 g, 80%).

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