Sodium Carbonate → HCID 70654899, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)tetrahydro-2H-pyran-4-carbonitrile (1.53 g, 4.86 mmol), Pd(PPh3)4 (271 mg, 0.24 mmol), 2.0 M aq. Na2CO3 (4.9 mL) and the 5-bromopyrazin-2-amine (846 mg, 4.86 mmol) were combined in n-BuOH (20 mL). The slurry was degassed for 10 min under a bubbling stream of anhydrous nitrogen, then heated at 90° C. for 2 h. The resulting mixture was filtered, concentrated and purified by flash chromatography on silica (1-5% MeOH/DCM eluent) to provide 4-(4-(5-aminopyrazin-2-yl)phenyl)tetrahydro-2H-pyran-4-carbonitrile (1.08 g, 79% yield).

Provenance & Evidence