反应详情

温度

-78 °C

To a solution of 2-(thien-2-yl)-5-hydroxymethylpyridine (255 mg, 1.33 mmol) and diisopropylethylamine (0.464 mL, 2.66 mmol) in dichloromethane (7 mL) at -78° C. is added trifluoromethanesulfonic anhydride (0.224 mL, 1.33 mmol) and the mixture stirred at -78° C. for 1 hour. To this mixture is added a solution of 1-trityl-4-(4-cyanobenzyl)-imidazole (566 mg, 1.33 mmol) in dichloromethane (5 mL). The mixture is allowed to warm to ambient temperature and stirred for 2 hours. The solvent is evaporated in vacuo. The residue is dissolved in methanol (50 mL), heated at reflux for 1 hour, and the solvent is evaporated in vacuo. The residue is partitioned between dichloromethane and sat. aq. NaHCO3 solution. The organic layer is dried, (Na2SO4) and the solvent evaporated in vacuo. The residue is chromatographed to afford the title compound.

1. temperatureto warm to ambient temperature
2. stirringstirred for 2 hours
3. customThe solvent is evaporated in vacuo
4. dissolutionThe residue is dissolved in methanol (50 mL)
5. temperatureheated
6. temperatureat reflux for 1 hour
7. customthe solvent is evaporated in vacuo
8. customThe residue is partitioned between dichloromethane and sat. aq. NaHCO3 solution
9. customThe organic layer is dried
10. custom(Na2SO4) and the solvent evaporated in vacuo
11. customThe residue is chromatographed