Potassium Carbonate → HCID 71586283, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-3 (0.50 g, 1.54 mmol), 2-bromo-5-(2-methoxyethoxy)pyrazine (22-2, 0.540 g, 2.32 mmol), copper iodide (15.0 mg, 0.080 mmol), and potassium carbonate (0.64 g, 4.63 mmol) in 3.1 mL of DMF was heated at 100° C. for 6.0 h. The reaction mixture was concentrated under reduced pressure and purified by column chromatography on silica gel (EtOAc:hexanes=5:1 as eluant) to give N-(4-(4-{(5-(2-methoxyethoxy)pyrazin-2-yl)oxy}-2,6-dimethylphenyl)thiazol-2-yl)isonicotinamide (22, 0.19 g) as brown solids: 1H NMR (500 MHz, CDCl3) δ 8.77 (d, J=4.5 Hz, 2 H), 7.91 (d, J=1.0 Hz, 1 H), 7.88 (d, J=1.0 Hz, 1 H), 7.73 (d, J=5.5 Hz, 2 H), 6.79 (s, 1 H), 6.63 (s, 2 H), 4.46 (t, J=4.5 Hz, 2 H), 3.75 (t, J=4.5 Hz, 2 H), 3.43 (s, 3 H), 1.98 (s, 6 H). ESI-MS: m/z 478.2 (M+H)+.

Provenance & Evidence