Potassium Carbonate → HCID 58368051, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-amino-6-cyclopropylpyrazine-2-carboxylic acid methyl ester (2.17 g, 11.2 mmol), 5-bromopyrimidine (2.5 g, 15.7 mmol), water (425 μl, 23.6 mmol) and potassium carbonate (2.79 g, 20.2 mmol) in o-xylene (43.4 ml) was vented with argon and treated with ultrasound for 2 min. Palladium(II) acetate (101 mg, 0.45 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos; 325 mg, 0.56 μmol) were consecutively added under inert gas atmosphere and the reaction mixture was heated to 140° C. and stirred for 2 h. After cooling-down to ambient temperature, the reaction mixture was poured into water (100 ml) and extracted with ethyl acetate. The organic layers were dried and concentrated in vacuo. The product was obtained after silica gel chromatography using a heptane/ethyl acetate gradient as yellow solid (2.49 g, 81.7%).

Provenance & Evidence