Sodium Carbonate → HCID 117666981, compound

Participants

Reaction Conditions

Reaction Steps

3,5-Dibromo-isonicotinonitrile (500 mg, 1.9 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (710 mg, 2.3 mmol) and 2.0 M Na2CO3 aqueous solution (1.9 mL, 3.8 mmol) are added into the 1,4-dioxane (20 mL). Argon gas is bubbled through the solution for 5 min. Then PdCl2dppf (140 mg, 0.19 mmol) is added and the mixture is heated at 100° C. for 3.5 hrs. The reaction mixture is filtered and the filtrate is concentrated to give the crude product. Purification by flash column chromatography affords 295 mg of 5-bromo-4-cyano-3′,6′-dihydro-2′H-[3,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester.

Provenance & Evidence