反应详情

Part A. To a solution of 2-(6-iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide (250 mg, 0.55 mmol, 1.0 equiv) in dimethyl ether (3 mL) was added Na2CO3 (175 mg, 1.65 mmol, 3.0 equiv), trans-2-(4-fluorophenyl)vinyl boronic acid (274 mg, 1.65 mmol, 3.0 equiv), PdCl2(dppf) (40 mg, 0.06 mmol, 0.1 equiv) and water (0.4 mL) in a sealed tube. The reaction vessel was immersed in an oil bath preheated to 100° C. After stirring for 12 hr, the reaction mixture was cooled and the solvent was removed in vacuo. The crude product was purified by column chromatography [SiO2, methanol/dichloromethane, 0:100 to 10:90, v/v] to give 2-{6-[(E)-2-(4-fluoro-phenyl)-vinyl]-pyrazin-2-yl}-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide (160 mg, 65%). MS (M+H)+=449.1, Rt=1.64 min.

1. customThe reaction vessel was immersed in an oil bath
2. custompreheated to 100° C
3. temperaturethe reaction mixture was cooled
4. customthe solvent was removed in vacuo
5. customThe crude product was purified by column chromatography [SiO2, methanol/dichloromethane, 0:100 to 10:90