Imidazole → HCID 59331671, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)—N-(3-(1-(6-chloropyrazin-2-ylamino)ethyl)phenyl)-3-methylbenzamide (92 mg, 0.25 mmol), palladium acetate (3 mg, 0.0125 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (8 mg, 0.0125 mmol), imidazole (17 mg, 0.25 mmol) and sodium tert-butoxide (36 mg, 0.375 mmol) in N,N-dimethyl formamide (0.5 mL) was heated in a microwave reactor at 180° C. for 20 minutes. After this time the mixture was allowed to cool to room temperature and was diluted with saturated aqueous sodium hydrogen carbonate (10 mL), extracted with ethyl acetate (3×15 mL), washed with brine (15 mL), dried (Na2SO4) and concentrated under reduced pressure to give a yellow oil which was purified by flash chromatography (silica, ethyl acetate/methanol) to give (S)—N-(3-(1-(6-(1H-imidazol-1-yl)pyrazin-2-ylamino)ethyl)phenyl)-3-methylbenzamide (40 mg, 40%) as a brown solid.

Provenance & Evidence