Sodium Carbonate → HCID 21934644, compound

Participants

Reaction Steps

To a round bottomed flask were added (5-bromo-thiazol-2-yl)-(2,6-dimethyl-pyrimidin-4-yl)-amine (23-3) (100 mg, 0.35 mmol), 4-pyridineboronicacid (47 mg, 0.39 mmol), and isopropanol. After 0.5 hour palladium acetate (0.1 mg 0.0035 mmol), triphenylphosphine (2.75 mg, 0.0105 mmol), sodiumcarbonate (45 mg, 0.42 mmol) and water were added. The reaction was heated under reflux for 1.0 hour. The reaction was cooled, solvents removed and the residue dissolved into methanol (4.0 mL). Trifluoroacetic acid (0.5 mL) was added and the mixture purified by reverse phase preparative HPLC (C18) giving the above compound as a TFA salt. 1H-NMR (400 MHz, CD3OD) 8.71 (2H, br-s), 8.48 (1H, s), 8.18 (2H, br-s), 6.99 (1H, s), 2.82 (3H, s), 2.57 (3H, s). MS(M+1)=284.

Provenance & Evidence