Dichloromethane → 1-[2-(2-chloro-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one

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Reaction Steps

A mixture of 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one (0.430 g, 1.53 mmol), 2-chloropyridine-4-boronic acid (0.362 g, 2.30 mmol), potassium carbonate (0.782 g, 5.66 mmol), Pd(dppf)Cl2.CH2Cl2 (0.098 g, 0.12 mmol), 10 mL dioxane and 2.5 mL water was stirred at 160° C. in a microwave for 30 min. The resulting red mixture was partitioned between 80 mL of ethyl acetate and 150 mL of water. The aqueous layer was extracted with two 80 mL portions of ethyl acetate. The combined organic layers were dried over MgSO4, filtered and concentrated to a residue. Silica gel chromatography (0->100% EtOAc/hexanes) afforded 0.155 g (32%) of 1-[2-(2-chloro-pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a red solid.

Provenance & Evidence