Potassium Carbonate → HCID 86690335, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-bromo-5,6-di-p-tolylpyrazin-2-amine (Ex 1, step 3) (20 mg, 0.056 mmol) in DMF (1 ml) bubbled with nitrogen was treated with hex-3-yne (0.013 ml, 0.113 mmol), palladium acetate (0.634 mg, 2.82 μmol), lithium chloride (2.393 mg, 0.056 mmol) and K2CO3 (39.0 mg, 0.282 mmol). The resulting mixture was heated at 120° C. for 30 min using microwave radiation. In parallel, a separate identical reaction mixture was prepared and heated thermally at 120° C. for 1 hour. After cooling to RT, the two reaction mixtures were combined in water (50 ml). The aqueous was extracted with EtOAc (×3). The combined organic extracts were washed sequentially with water (×1) and brine (×1), dried (MgSO4), filtered and concentrated under reduced pressure. Purification of the crude product by chromatography on silica eluting with 0-10% EtOAc in iso-hexane afforded the title compound;

Provenance & Evidence