Hydrochloric Acid → 2-(4-chlorophenyl)-5H-pyrrolo[2,3-b]pyrazine

Participants

Reaction Conditions

Reaction Steps

In a microwave tube containing 2-bromo-5H-pyrrolo[2,3-b]pyrazine (1, 0.165 g, 0.833 mmol), 4-chlorophenylboronic acid (6, 0.118 g, 0.757 mmol), and [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (0.028 g, 0.038 mmol), 1.5 mL of acetonitrile and 1.5 mL of 1.00 M potassium carbonate in water were added. The resulting mixture was heated at 120° C. in the microwave for 10 minutes. The reaction was poured into 1M aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under vacuum and purified by silica gel column chromatography eluting with 1% methanol in dichloromethane. Appropriate fractions were combined and concentrated under vacuum to give the desired compound (7, 107 mg). MS (ESI) [M+H+]+=229.8.

Provenance & Evidence