反应详情

To a stirred solution of piperidin-3-ylmethyl-carbamic acid benzyl ester (43 mg, 0.17 mmol) in CH3CN (5 mL), at RT under N2, K2CO3 (26 mg, 0.19 mmol) and 2-bromo-thiazole-4-carboxylic acid ethyl ester (41 mg, 0.17 mmol) were added. The resulting mixture was heated at reflux for 29 h. The solvent was evaporated in vacuo. The residue was treated with a saturated solution of NH4Cl (aq) (10 mL) and extracted with EtOAc (10 mL). The organic layer was separated, dried over Na2SO4, filtered and the solvent evaporated in vacuo. The residue was purified by flash chromatography on silica gel (1:2, EtOAc:hexane) to yield the title compound as a colorless oil. MS m/z: 404.2 (M+H). Calc'd. for C20H25N3O4S-403.50.

1. temperatureThe resulting mixture was heated
2. temperatureat reflux for 29 h
3. customThe solvent was evaporated in vacuo
4. additionThe residue was treated with a saturated solution of NH4Cl (aq) (10 mL)
5. extractionextracted with EtOAc (10 mL)
6. customThe organic layer was separated
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customthe solvent evaporated in vacuo
10. customThe residue was purified by flash chromatography on silica gel (1:2, EtOAc:hexane)