反应详情

To a solution of 4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-ylamine (265 mg, 1.0 mmol) in dichloromethane (15 ml) is subsequently added pyridine (0.24 ml, 3.0 mmol) and phenyl chloroformate (0.5 ml, 1.2 mmol) and the resulting solution stirred for 45 min at ambient temperature. Then morpholine (313 mg, 3.6 mmol) is added and the mixture stirred at ambient temperature for 15 min and at 40° C. for 2.5 h. After cooling to ambient temperature, saturated aqueous sodium carbonate (15 ml) is added, the organic phase is separated, dried and the solvent evaporated in vacuo. Flash chromatography (silica, eluent: dichloromethane containing methanol (gradient from 0 to 5%)) afforded the title compound as white crystals (21% yield), mp 217-220° C. MS: m/e=378 (M+H+).

1. stirringthe mixture stirred at ambient temperature for 15 min and at 40° C. for 2.5 h
2. temperatureAfter cooling to ambient temperature
3. customthe organic phase is separated
4. customdried
5. customthe solvent evaporated in vacuo
6. additionFlash chromatography (silica, eluent: dichloromethane containing methanol (gradient from 0 to 5%))